start-ver=1.4 cd-journal=joma no-vol=23 cd-vols= no-issue=8 article-no= start-page=1509 end-page=1519 dt-received= dt-revised= dt-accepted= dt-pub-year=2024 dt-pub=20240710 dt-online= en-article= kn-article= en-subject= kn-subject= en-title= kn-title=Intramolecular [ƒÎ4s?+?ƒÎ4s] photocycloaddition of carbon- and nitrogen-bridged [32](1,4)naphthalenophanes en-subtitle= kn-subtitle= en-abstract= kn-abstract=[32](1,4)Naphthalenophanes, bearing carbon-bridge chains (syn- and anti-NPs) and nitrogen-bridge chains (syn- and anti-ANPs), were synthesized, and their X-ray structures and photoreactions were investigated. The intramolecular separation distance between the naphthalene cores for ANPs was shorter than that for NPs, suggesting that intramolecular interactions between the naphthalene rings were more efficient for ANPs compared to NPs. Upon photoirradiation at 300 nm, anti-NP, syn-ANP and anti-ANP produced the corresponding intramolecular [ƒÎ4s?+?ƒÎ4s] cycloadducts, whereas syn-NP gave an unidentified complex product mixture. Quantum yields for the photo-consumption (ƒ³PC) of NPs and ANPs were evaluated to quantitatively compare their photoreactivity. The ƒ³PC values of ANPs were approximately two-fold higher than those of ANPs.Noteworthily, the ƒ³PC value of syn-ANP was estimated to be unity. Based on these results we discuss the effects of the alignments of the naphthalene cores (anti vs. syn) and the bridging elements (C-bridge vs. N-bridge) on the photoreaction efficiencies of [32](1,4)naphthalenophanes. en-copyright= kn-copyright= en-aut-name=OgumaYukiko en-aut-sei=Oguma en-aut-mei=Yukiko kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=1 ORCID= en-aut-name=YamamotoMasanori en-aut-sei=Yamamoto en-aut-mei=Masanori kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=2 ORCID= en-aut-name=SunatsukiYukinari en-aut-sei=Sunatsuki en-aut-mei=Yukinari kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=3 ORCID= en-aut-name=OtaHiromi en-aut-sei=Ota en-aut-mei=Hiromi kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=4 ORCID= en-aut-name=YamajiMinoru en-aut-sei=Yamaji en-aut-mei=Minoru kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=5 ORCID= en-aut-name=OkamotoHideki en-aut-sei=Okamoto en-aut-mei=Hideki kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=6 ORCID= affil-num=1 en-affil=Division of Earth, Life, and Molecular Sciences, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=2 en-affil=Division of Earth, Life, and Molecular Sciences, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=3 en-affil=Division of Earth, Life, and Molecular Sciences, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=4 en-affil=Department of Instrumental Analysis, Advanced Science Research Center, Okayama University kn-affil= affil-num=5 en-affil=Division of Molecular Science, Graduate School of Science and Engineering, Gunma University kn-affil= affil-num=6 en-affil=Division of Earth, Life, and Molecular Sciences, Graduate School of Natural Science and Technology, Okayama University kn-affil= en-keyword=Cyclophane kn-keyword=Cyclophane en-keyword=Azacyclophane kn-keyword=Azacyclophane en-keyword=Naphthalenophane kn-keyword=Naphthalenophane en-keyword=Photocycloaddition kn-keyword=Photocycloaddition en-keyword=[4 + 4] cycloaddition kn-keyword=[4 + 4] cycloaddition END start-ver=1.4 cd-journal=joma no-vol=452 cd-vols= no-issue= article-no= start-page=115613 end-page= dt-received= dt-revised= dt-accepted= dt-pub-year=2024 dt-pub=20240701 dt-online= en-article= kn-article= en-subject= kn-subject= en-title= kn-title=Photochemical synthesis and solvatochromic fluorescence behavior of imide-fused phenacenes en-subtitle= kn-subtitle= en-abstract= kn-abstract=Chrysenes, picene, fulminene, modified with imide, bromo, and amino functionalities, were synthesized through Mallory photoreaction as the key step, and their electronic spectra were investigated. Fluorescence spectra of chrysene-diimide CHRDI and bromo-substituted phencanene-imides, BrCHRI, BrPICI, BrFULI were dependent on solvent polarity to display appreciable fluorescence color changes. The solvatofluorochromic behavior was analyzed by conventional relationships between Stokes shift and solvent polarity parameters, such as Lippert-Mataga and Bilot-Kawski equations. The results indicated that the solvatofluorochromism was derived from the intramolecular charge transfer (ICT) nature in the excited state. Theoretical studies using time-dependent density-functional theory revealed that the phenacene-imide molecules in the fluorescent state possessed ICT characters between the strongly electron-withdrawing imide moiety and moderately electron-donating phenacene cores. Amino-substituted chrysene-imide NH2CHRI showed fluorescence band in a red region (ƒÉFL = 618 nm) in toluene with a very large Stokes shift (ƒ¢ nu= 7630 cm?1) suggesting that the molecule in the fluorescent state was highly polarized. The present results indicate that phenacenes would provide potential platforms for constructing future functional fluorophores through an appropriate functionalization. en-copyright= kn-copyright= en-aut-name=NoseKeito en-aut-sei=Nose en-aut-mei=Keito kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=1 ORCID= en-aut-name=YamajiMinoru en-aut-sei=Yamaji en-aut-mei=Minoru kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=2 ORCID= en-aut-name=TaniFumito en-aut-sei=Tani en-aut-mei=Fumito kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=3 ORCID= en-aut-name=GotoKenta en-aut-sei=Goto en-aut-mei=Kenta kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=4 ORCID= en-aut-name=OkamotoHideki en-aut-sei=Okamoto en-aut-mei=Hideki kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=5 ORCID= affil-num=1 en-affil=Graduate School of Environmental, Life, Natural Science and Technology, Okayama University kn-affil= affil-num=2 en-affil=Division of Molecular Science, Graduate School of Science and Engineering, Gunma University kn-affil= affil-num=3 en-affil=Institute for Materials Chemistry and Engineering, Kyushu University kn-affil= affil-num=4 en-affil=Institute for Materials Chemistry and Engineering, Kyushu University kn-affil= affil-num=5 en-affil=Graduate School of Environmental, Life, Natural Science and Technology, Okayama University kn-affil= en-keyword=Phenacene kn-keyword=Phenacene en-keyword=Imide kn-keyword=Imide en-keyword=Fluorescence kn-keyword=Fluorescence en-keyword=Solvatofluorochromism kn-keyword=Solvatofluorochromism en-keyword=Intramolecular charge transfer kn-keyword=Intramolecular charge transfer END start-ver=1.4 cd-journal=joma no-vol=13 cd-vols= no-issue=6 article-no= start-page=4096 end-page=4101 dt-received= dt-revised= dt-accepted= dt-pub-year=2023 dt-pub=20230130 dt-online= en-article= kn-article= en-subject= kn-subject= en-title= kn-title=Solvent-dependent fluorescence behaviour of imide-fused [n]phenacenes (n=3, 5, 7) en-subtitle= kn-subtitle= en-abstract= kn-abstract=Imide-fused [n]phenacenes (nPDIs, n = 3, 5, 7) were systematically synthesised and their electronic features were investigated by electrochemical and electronic spectral measurements. nPDIs showed two reduction waves attributed to formation of radical ions and dianions. 3PDI produced blue fluorescence independent of solvent polarity. In contrast, 5PDI and 7PDI displayed marked positive solvatofluorochromism due to intramolecular charge transfer characters between the imide moieties and phenacene pi cores in the excited state. The spectral features were analyzed by the Lippert-Mataga relationship and theoretical calculations. en-copyright= kn-copyright= en-aut-name=NoseKeito en-aut-sei=Nose en-aut-mei=Keito kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=1 ORCID= en-aut-name=YoshiokaKaito en-aut-sei=Yoshioka en-aut-mei=Kaito kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=2 ORCID= en-aut-name=YamajiMinoru en-aut-sei=Yamaji en-aut-mei=Minoru kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=3 ORCID= en-aut-name=TaniFumito en-aut-sei=Tani en-aut-mei=Fumito kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=4 ORCID= en-aut-name=GotoKenta en-aut-sei=Goto en-aut-mei=Kenta kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=5 ORCID= en-aut-name=OkamotoHideki en-aut-sei=Okamoto en-aut-mei=Hideki kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=6 ORCID= affil-num=1 en-affil=Division of Molecular Sciences, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=2 en-affil=Division of Molecular Sciences, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=3 en-affil=Division of Molecular Science, Graduate School of Science and Engineering, Gunma University kn-affil= affil-num=4 en-affil=Institute for Materials Chemistry and Engineering, Kyushu University kn-affil= affil-num=5 en-affil=Institute for Materials Chemistry and Engineering, Kyushu University kn-affil= affil-num=6 en-affil=Division of Molecular Sciences, Graduate School of Natural Science and Technology, Okayama University kn-affil= END start-ver=1.4 cd-journal=joma no-vol=7 cd-vols= no-issue=6 article-no= start-page=5495 end-page=5501 dt-received= dt-revised= dt-accepted= dt-pub-year=2022 dt-pub=20220131 dt-online= en-article= kn-article= en-subject= kn-subject= en-title= kn-title=Evaluation of Effective Field-Effect Mobility in Thin-Film and Single-Crystal Transistors for Revisiting Various Phenacene-Type Molecules en-subtitle= kn-subtitle= en-abstract= kn-abstract=The magnitude of the field-effect mobility mu of organic thin-film and single-crystal field-effect transistors (FETs) has been over-estimated in certain recent studies. These reports set alarm bells ringing in the research field of organic electronics. Herein, we report a precise evaluation of the mu values using the effective field-effect mobility, mu(eff), a new indicator that is recently designed to prevent the FET performance of thin-film and single-crystal FETs based on various phenacene molecules from being overestimated. The transfer curves of a range of FETs based on phenacene are carefully categorized on the basis of a previous report. The exact evaluation of the value of mu(eff) depends on the exact classification of each transfer curve. The transfer curves of all our phenacene FETs could be successfully classified based on the method indicated in the aforementioned report, which made it possible to evaluate the exact value of mu(eff) for each FET. The FET performance based on the values of mu(eff) obtained in this study is discussed in detail. In particular, the mu(eff) values of single-crystal FETs are almost consistent with the mu values that were reported previously, but the mu(eff) values of thin-film FETs were much lower than those previously reported for mu, owing to a high absolute threshold voltage, vertical bar V-th vertical bar. The increase in the field-effect mobility as a function of the number of benzene rings, which was previously demonstrated based on the mu values of single-crystal FETs with phenacene molecules, is well reproduced from the mu(eff) values. The FET performance is discussed based on the newly evaluated mu(eff) values, and the future prospects of using phenacene molecules in FET devices are demonstrated. en-copyright= kn-copyright= en-aut-name=ZhangYanting en-aut-sei=Zhang en-aut-mei=Yanting kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=1 ORCID= en-aut-name=EguchiRitsuko en-aut-sei=Eguchi en-aut-mei=Ritsuko kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=2 ORCID= en-aut-name=HamaoShino en-aut-sei=Hamao en-aut-mei=Shino kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=3 ORCID= en-aut-name=OkamotoHideki en-aut-sei=Okamoto en-aut-mei=Hideki kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=4 ORCID= en-aut-name=GotoHidenori en-aut-sei=Goto en-aut-mei=Hidenori kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=5 ORCID= en-aut-name=KubozonoYoshihiro en-aut-sei=Kubozono en-aut-mei=Yoshihiro kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=6 ORCID= affil-num=1 en-affil=Research Institute for Interdisciplinary Science, Okayama University kn-affil= affil-num=2 en-affil=Research Institute for Interdisciplinary Science, Okayama University kn-affil= affil-num=3 en-affil=Research Institute for Interdisciplinary Science, Okayama University kn-affil= affil-num=4 en-affil=Department of Chemistry, Okayama University kn-affil= affil-num=5 en-affil=Research Institute for Interdisciplinary Science, Okayama University kn-affil= affil-num=6 en-affil=Research Institute for Interdisciplinary Science, Okayama University kn-affil= END start-ver=1.4 cd-journal=joma no-vol=10 cd-vols= no-issue=52 article-no= start-page=31547 end-page=31552 dt-received= dt-revised= dt-accepted= dt-pub-year=2020 dt-pub=20200826 dt-online= en-article= kn-article= en-subject= kn-subject= en-title= kn-title=Facile synthesis of picenes incorporating imide moieties at both edges of the molecule and their application to n-channel field-effect transistors en-subtitle= kn-subtitle= en-abstract= kn-abstract=Picene derivatives incorporating imide moieties along the long-axis direction of the picene core (Cn-PicDIs) were conveniently synthesized through a four-step synthesis. Photochemical cyclization of dinaphthylethenes was used as the key step for constructing the picene skeleton. Field-effect transistor (FET) devices of Cn-PicDIs were fabricated by using ZrO2 as a gate substrate and their FET characteristics were investigated. The FET devices showed normally-off n-channel operation; the averaged electron mobility (ƒÊ) was evaluated to be 2(1) ~ 10?4, 1.0(6) ~ 10?1 and 1.4(3) ~ 10?2 cm2 V?1 s?1 for C4-PicDI, C8-PicDI and C12-PicDI, respectively. The maximum ƒÊ value as high as 2.0 ~ 10?1 cm2 V?1 s?1 was observed for C8-PicDI. The electronic spectra of Cn-PicDIs in solution showed the same profiles irrespective of the alkyl chain lengths. In contrast, in thin films, the UV absorption and photoelectron yield spectroscopy (PYS) indicated that the lowest unoccupied molecular orbital (LUMO) level of Cn-PicDIs gradually lowered upon the elongation of the alkyl chains, suggesting that the alkyl chains modify intermolecular interactions between the Cn-PicDI molecules in thin films. The present results provide a new strategy for constructing a high performance n-channel organic semiconductor material by utilizing the electronic features of phenacenes. en-copyright= kn-copyright= en-aut-name=GuoYuxin en-aut-sei=Guo en-aut-mei=Yuxin kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=1 ORCID= en-aut-name=YoshiokaKaito en-aut-sei=Yoshioka en-aut-mei=Kaito kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=2 ORCID= en-aut-name=HamaoShino en-aut-sei=Hamao en-aut-mei=Shino kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=3 ORCID= en-aut-name=KubozonoYoshihiro en-aut-sei=Kubozono en-aut-mei=Yoshihiro kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=4 ORCID= en-aut-name=TaniFumito en-aut-sei=Tani en-aut-mei=Fumito kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=5 ORCID= en-aut-name=GotoKenta en-aut-sei=Goto en-aut-mei=Kenta kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=6 ORCID= en-aut-name=OkamotoHideki en-aut-sei=Okamoto en-aut-mei=Hideki kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=7 ORCID= affil-num=1 en-affil=Division of Earth, Life, and Molecular Sciences, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=2 en-affil=Division of Earth, Life, and Molecular Sciences, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=3 en-affil=Research Institute for Interdisciplinary Science, Okayama University kn-affil= affil-num=4 en-affil=Research Institute for Interdisciplinary Science, Okayama University kn-affil= affil-num=5 en-affil=Institute for Materials Chemistry and Engineering, Kyushu University kn-affil= affil-num=6 en-affil=Institute for Materials Chemistry and Engineering, Kyushu University kn-affil= affil-num=7 en-affil=Division of Earth, Life, and Molecular Sciences, Graduate School of Natural Science and Technology, Okayama University kn-affil= END start-ver=1.4 cd-journal=joma no-vol=8 cd-vols= no-issue=22 article-no= start-page=7422 end-page=7435 dt-received= dt-revised= dt-accepted= dt-pub-year=2020 dt-pub=20200418 dt-online= en-article= kn-article= en-subject= kn-subject= en-title= kn-title=Synthesis of [7]phenacene incorporating tetradecyl chains in the axis positions and its application in field-effect transistors en-subtitle= kn-subtitle= en-abstract= kn-abstract=Field-effect transistors (FETs) were fabricated using a new type of phenacene molecule, 3,12-ditetradecyl[7]phenacene ((C14H29)2-[7]phenacene), and solid gate dielectrics or an electric double layer (EDL) capacitor with an ionic liquid (1-butyl-3-methylimidazolium hexafluorophosphate (bmim[PF6])). The new molecule, (C14H29)2-[7]phenacene, was efficiently synthesized via the Mallory photoreaction. Its crystal structure and electronic properties were determined, using X-ray diffraction, scanning tunneling microscopy/spectroscopy (STM and STS), absorption spectroscopy, and photoelectron yield spectroscopy, which showed a monoclinic crystal lattice (space group P21 (no. 4)) and an energy gap of ?3.0 eV. The STM image clearly showed the molecular structure of (C14H29)2-[7]phenacene, as well as the closed molecular stacking, indicative of a strong fastener effect between alkyl chains. The X-ray diffraction pattern of thin films of (C14H29)2-[7]phenacene formed on a SiO2/Si substrate suggested that the molecule stood on the surface with an inclined angle of 30‹ with respect to the normal axis of the surface. The FET properties were recorded in two-terminal measurement mode, showing p-channel normally-off characteristics. The averaged values of field-effect mobility, ƒÊ, were 1.6(3) cm2 V?1 s?1 for a (C14H29)2-[7]phenacene thin-film FET with a SiO2 gate dielectric and 6(4) ~ 10?1 cm2 V?1 s?1 for a (C14H29)2-[7]phenacene thin-film EDL FET with bmim[PF6]. Thus, higher FET performance was obtained with an FET using a thin film of (C14H29)2-[7]phenacene compared to parent [7]phenacene. This study could pioneer an avenue for the realization of high-performance FETs through the addition of alkyl chains to phenacene molecules. en-copyright= kn-copyright= en-aut-name=OkamotoHideki en-aut-sei=Okamoto en-aut-mei=Hideki kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=1 ORCID= en-aut-name=HamaoShino en-aut-sei=Hamao en-aut-mei=Shino kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=2 ORCID= en-aut-name=KozasaKeiko en-aut-sei=Kozasa en-aut-mei=Keiko kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=3 ORCID= en-aut-name=WangYanan en-aut-sei=Wang en-aut-mei=Yanan kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=4 ORCID= en-aut-name=KubozonoYoshihiro en-aut-sei=Kubozono en-aut-mei=Yoshihiro kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=5 ORCID= en-aut-name=PanYong-He en-aut-sei=Pan en-aut-mei=Yong-He kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=6 ORCID= en-aut-name=YenYu-Hsiang en-aut-sei=Yen en-aut-mei=Yu-Hsiang kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=7 ORCID= en-aut-name=HoffmannGermar en-aut-sei=Hoffmann en-aut-mei=Germar kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=8 ORCID= en-aut-name=TaniFumito en-aut-sei=Tani en-aut-mei=Fumito kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=9 ORCID= en-aut-name=GotoKenta en-aut-sei=Goto en-aut-mei=Kenta kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=10 ORCID= affil-num=1 en-affil=Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=2 en-affil=Research Institute for Interdisciplinary Science, Okayama University kn-affil= affil-num=3 en-affil=Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=4 en-affil=Research Institute for Interdisciplinary Science, Okayama University kn-affil= affil-num=5 en-affil=Research Institute for Interdisciplinary Science, Okayama University kn-affil= affil-num=6 en-affil=Department of Physics & Center for Quantum Technology, National Tsing Hua University kn-affil= affil-num=7 en-affil=Department of Physics & Center for Quantum Technology, National Tsing Hua University kn-affil= affil-num=8 en-affil=Department of Physics & Center for Quantum Technology, National Tsing Hua University kn-affil= affil-num=9 en-affil=Institute for Materials Chemistry and Engineering, Kyushu University kn-affil= affil-num=10 en-affil=Institute for Materials Chemistry and Engineering, Kyushu University kn-affil= END start-ver=1.4 cd-journal=joma no-vol=9 cd-vols= no-issue= article-no= start-page=4009 end-page= dt-received= dt-revised= dt-accepted= dt-pub-year=2019 dt-pub=201938 dt-online= en-article= kn-article= en-subject= kn-subject= en-title= kn-title=Synthesis of the extended phenacene molecules, [10]phenacene and [11]phenacene, and their performance in a field-effect transistor en-subtitle= kn-subtitle= en-abstract= kn-abstract= The [10]phenacene and [11]phenacene molecules have been synthesized using a simple repetition of Wittig reactions followed by photocyclization. Sufficient amounts of [10]phenacene and [11]phenacene were obtained, and thin-film FETs using these molecules have been fabricated with SiO2 and ionic liquid gate dielectrics. These FETs operated in p-channel. The averaged measurements of field-effect mobility, <ƒÊ>, were 3.1(7)?~?10-2 and 1.11(4)?~?10-1?cm2 V-1 s-1, respectively, for [10]phenacene and [11]phenacene thin-film FETs with SiO2 gate dielectrics. Furthermore, [10]phenacene and [11]phenacene thin-film electric-double-layer (EDL) FETs with ionic liquid showed low-voltage p-channel FET properties, with <ƒÊ> values of 3(1) and 1(1)?cm2 V-1 s-1, respectively. This study also discusses the future utility of the extremely extended ƒÎ-network molecules [10]phenacene and [11]phenacene as the active layer of FET devices, based on the experimental results obtained. en-copyright= kn-copyright= en-aut-name=OkamotoHideki en-aut-sei=Okamoto en-aut-mei=Hideki kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=1 ORCID= en-aut-name=HamaoShino en-aut-sei=Hamao en-aut-mei=Shino kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=2 ORCID= en-aut-name=EguchiRitsuko en-aut-sei=Eguchi en-aut-mei=Ritsuko kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=3 ORCID= en-aut-name=GotoHidenori en-aut-sei=Goto en-aut-mei=Hidenori kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=4 ORCID= en-aut-name=TakabayashiYasuhiro en-aut-sei=Takabayashi en-aut-mei=Yasuhiro kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=5 ORCID= en-aut-name=YenPaul Yu-Hsiang en-aut-sei=Yen en-aut-mei=Paul Yu-Hsiang kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=6 ORCID= en-aut-name=LiangLuo Uei en-aut-sei=Liang en-aut-mei=Luo Uei kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=7 ORCID= en-aut-name=ChouChia-Wei en-aut-sei=Chou en-aut-mei=Chia-Wei kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=8 ORCID= en-aut-name=HoffmannGermar en-aut-sei=Hoffmann en-aut-mei=Germar kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=9 ORCID= en-aut-name=GohdaShin en-aut-sei=Gohda en-aut-mei=Shin kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=10 ORCID= en-aut-name=SuginoHisako en-aut-sei=Sugino en-aut-mei=Hisako kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=11 ORCID= en-aut-name=LiaosYen-Fa en-aut-sei=Liaos en-aut-mei=Yen-Fa kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=12 ORCID= en-aut-name=IshiiHirofumi en-aut-sei=Ishii en-aut-mei=Hirofumi kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=13 ORCID= en-aut-name=KubozonoYoshihiro en-aut-sei=Kubozono en-aut-mei=Yoshihiro kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=14 ORCID= affil-num=1 en-affil= Department of Chemistry, Okayama University kn-affil= affil-num=2 en-affil=Research Institute for Interdisciplinary Science, Okayama University kn-affil= affil-num=3 en-affil=Research Institute for Interdisciplinary Science, Okayama University kn-affil= affil-num=4 en-affil=Research Institute for Interdisciplinary Science, Okayama University kn-affil= affil-num=5 en-affil= Department of Chemistry, Okayama University kn-affil= affil-num=6 en-affil=Department of Physics, National Tsing Hua University kn-affil= affil-num=7 en-affil=Department of Physics, National Tsing Hua University kn-affil= affil-num=8 en-affil=Department of Physics, National Tsing Hua University kn-affil= affil-num=9 en-affil=Department of Physics, National Tsing Hua University kn-affil= affil-num=10 en-affil=NARD Co Ltd kn-affil= affil-num=11 en-affil=NARD Co Ltd kn-affil= affil-num=12 en-affil=National Synchrotron Radiation Center kn-affil= affil-num=13 en-affil=National Synchrotron Radiation Center kn-affil= affil-num=14 en-affil=Research Institute for Interdisciplinary Science, Okayama University kn-affil= END start-ver=1.4 cd-journal=joma no-vol=60 cd-vols= no-issue=43 article-no= start-page=151189 end-page= dt-received= dt-revised= dt-accepted= dt-pub-year=2019 dt-pub=20190920 dt-online= en-article= kn-article= en-subject= kn-subject= en-title= kn-title=Fluorescence properties of amido-substituted 2,3-naphthalimides: Excited-state intramolecular proton transfer (ESIPT) fluorescence and responses to Ca2+ ions en-subtitle= kn-subtitle= en-abstract= kn-abstract= 2,3-Naphthalimide derivatives incorporating trifluoroacetamido (3a) and methansulfonamido (3b) functionalities at the 1-position were prepared and their intramolecular excited state proton transfer (ESIPT) fluorescence and responses to metal ions were investigated. Compound 3a displayed normal fluorescence in the amide form in toluene and MeCN and no response to metal cations in the corresponding amidate ion form. In contrast, compound 3b gave off dual emission assignable to normal and ESIPT fluorescence. Additionally, the amidate form of compound 3b displayed off-on fluorescence response to Ca2+. en-copyright= kn-copyright= en-aut-name=WangLei en-aut-sei=Wang en-aut-mei=Lei kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=1 ORCID= en-aut-name=FujiiMayu en-aut-sei=Fujii en-aut-mei=Mayu kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=2 ORCID= en-aut-name=NambaMisa en-aut-sei=Namba en-aut-mei=Misa kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=3 ORCID= en-aut-name=YamajiMinoru en-aut-sei=Yamaji en-aut-mei=Minoru kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=4 ORCID= en-aut-name=OkamotoHideki en-aut-sei=Okamoto en-aut-mei=Hideki kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=5 ORCID= affil-num=1 en-affil=Division of Earth, Life, and Molecular Sciences, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=2 en-affil=Division of Earth, Life, and Molecular Sciences, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=3 en-affil=Division of Earth, Life, and Molecular Sciences, Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=4 en-affil=Division of Molecular Science, Graduate School of Science and Engineering, Gunma University kn-affil= affil-num=5 en-affil=Division of Earth, Life, and Molecular Sciences, Graduate School of Natural Science and Technology, Okayama University kn-affil= en-keyword=Fluorescence kn-keyword=Fluorescence en-keyword=ESIPT kn-keyword=ESIPT en-keyword=Naphthalimide kn-keyword=Naphthalimide en-keyword=Ca2+ probe kn-keyword=Ca2+ probe END start-ver=1.4 cd-journal=joma no-vol= cd-vols= no-issue= article-no= start-page= end-page= dt-received= dt-revised= dt-accepted= dt-pub-year=1995 dt-pub=19950930 dt-online= en-article= kn-article= en-subject= kn-subject= en-title=ƒxƒ“ƒ[ƒ“-ƒAƒŒ[ƒ“ƒoƒCƒvƒŒƒ“ƒ}[‚̇¬‹y‚щ»Šw“I‹““®‚ÌŒ¤‹† kn-title=Studies on Synthesis and Chemistry of Benzene-Arene Biplanemers en-subtitle= kn-subtitle= en-abstract= kn-abstract= en-copyright= kn-copyright= en-aut-name= en-aut-sei= en-aut-mei= kn-aut-name=‰ª–{G‹B kn-aut-sei=‰ª–{ kn-aut-mei=G‹B aut-affil-num=1 ORCID= affil-num=1 en-affil= kn-affil=‰ªŽR‘åŠw END