메뉴 건너뛰기




Volumn 118, Issue 14, 2014, Pages 2591-2598

Charge transfer emission of T-shaped π-conjugated molecules: Impact of quinoid character on the excited state properties

Author keywords

[No Author keywords available]

Indexed keywords

CHARGE TRANSFER; THIOPHENE;

EID: 84898484924     PISSN: 10895639     EISSN: 15205215     Source Type: Journal    
DOI: 10.1021/jp501225j     Document Type: Article
Times cited : (23)

References (34)
  • 2
    • 0001517872 scopus 로고
    • Two Emitting States of Excited p -(9-anthryl)-N,N-Dimethylaniline Derivatives in Polar Solvents
    • Siemiarczuk, A.; Grabowski, Z. R.; Krówczyński, A.; Asher, M.; Ottolenghi, M. Two Emitting States of Excited p -(9-anthryl)-N,N- Dimethylaniline Derivatives in Polar Solvents Chem. Phys. Lett. 1977, 51, 315-320
    • (1977) Chem. Phys. Lett. , vol.51 , pp. 315-320
    • Siemiarczuk, A.1    Grabowski, Z.R.2    Krówczyński, A.3    Asher, M.4    Ottolenghi, M.5
  • 3
    • 0142231517 scopus 로고    scopus 로고
    • Structural Changes Accompanying Intramolecular Electron Transfer: Focus on Twisted Intramolecular Charge-Transfer States and Structures
    • Grabowski, Z. R.; Rotkiewicz, K.; Rettig, W. Structural Changes Accompanying Intramolecular Electron Transfer: Focus on Twisted Intramolecular Charge-Transfer States and Structures Chem. Rev. 2003, 103, 3899-4032
    • (2003) Chem. Rev. , vol.103 , pp. 3899-4032
    • Grabowski, Z.R.1    Rotkiewicz, K.2    Rettig, W.3
  • 4
    • 0003092160 scopus 로고    scopus 로고
    • Comment on Pseudo-Jahn-Teller and TICT-models: A photophysical comparison of meta-and para-DMABN derivatives
    • Zachariasse, K. A. Comment on Pseudo-Jahn-Teller and TICT-models: a photophysical comparison of meta-and para-DMABN derivatives Chem. Phys. Lett. 1999, 305, 8
    • (1999) Chem. Phys. Lett. , vol.305 , pp. 8
    • Zachariasse, K.A.1
  • 5
    • 0002602510 scopus 로고    scopus 로고
    • The PICT model for dual fluorescence of aminobenzonitriles
    • The PICT model for dual fluorescence of aminobenzonitriles. Chem. Phys. Lett. 2000, 320, 8-13.
    • (2000) Chem. Phys. Lett. , vol.320 , pp. 8-13
  • 6
    • 3142754271 scopus 로고    scopus 로고
    • Fast intramolecular charge transfer with a planar rigidized electron donor/acceptor molecule
    • DOI 10.1021/ja049809s
    • Yoshihara, T.; Druzhinin, S. I.; Zachariasse, K. A. Fast Intramolecular Charge Transfer with a Planar Rigidized Electron Donor/Acceptor Molecule J. Am. Chem. Soc. 2004, 126, 8535-8539 (Pubitemid 38917977)
    • (2004) Journal of the American Chemical Society , vol.126 , Issue.27 , pp. 8535-8539
    • Yoshihara, T.1    Druzhinin, S.I.2    Zachariasse, K.A.3
  • 7
    • 2342633114 scopus 로고    scopus 로고
    • Structure Determination of the Intramolecular Charge Transfer State in Crystalline 4-(Diisopropylamino)benzonitrile from Picosecond X-ray Diffraction
    • DOI 10.1021/ja0379518
    • Techert, S.; Zachariasse, K. A. Structure Determination of the Intramolecular Charge Transfer State in Crystalline 4-(Diisopropylamino) benzonitrile from Picosecond X-ray Diffraction J. Am. Chem. Soc. 2004, 126, 5593-5600 (Pubitemid 38596370)
    • (2004) Journal of the American Chemical Society , vol.126 , Issue.17 , pp. 5593-5600
    • Techert, S.1    Zachariasse, K.A.2
  • 8
    • 0037050570 scopus 로고    scopus 로고
    • The nature of the intramolecular charge transfer excited state in p-pyrrolocyanobenzene (PBN) and other derivatives of benzene substituted by electron donor and acceptor groups
    • DOI 10.1021/jp012573j
    • Zilberg, S.; Haas, Y the Nature of the Intramolecular Charge Transfer Excited State in p-Pyrrolocyanobenzene (PBN) and Other Derivatives of Benzene Substituted by Electron Donor and Acceptor Groups J. Phys. Chem. A 2002, 106, 1-11 (Pubitemid 35263220)
    • (2002) Journal of Physical Chemistry A , vol.106 , Issue.1 , pp. 1-11
    • Zilberg, S.1    Haas, Y.2
  • 9
    • 33644934312 scopus 로고    scopus 로고
    • The Electronic Origin of the Dual Fluorescence in Donor-Acceptor Substituted Benzene Derivatives
    • Cogan, S.; Zilberg, S.; Haas, Y the Electronic Origin of the Dual Fluorescence in Donor-Acceptor Substituted Benzene Derivatives J. Am. Chem. Soc. 2006, 128, 3335-3345
    • (2006) J. Am. Chem. Soc. , vol.128 , pp. 3335-3345
    • Cogan, S.1    Zilberg, S.2    Haas, Y.3
  • 10
    • 35548985031 scopus 로고    scopus 로고
    • Engineering Control over the Conformation of the Alkyne-Aryl Bond by the Introduction of Cationic Charge
    • Terashima, T.; Nakashima, T.; Kawai, T. Engineering Control over the Conformation of the Alkyne-Aryl Bond by the Introduction of Cationic Charge Org. Lett. 2007, 9, 4195-4198
    • (2007) Org. Lett. , vol.9 , pp. 4195-4198
    • Terashima, T.1    Nakashima, T.2    Kawai, T.3
  • 11
    • 80051691876 scopus 로고    scopus 로고
    • Highly Chromic, Proton-Responsive Phenyl Pyrimidones
    • Dhuguru, J.; Gheewala, C.; Kumar, N. S. S.; Wilson, J. N. Highly Chromic, Proton-Responsive Phenyl Pyrimidones Org. Lett. 2011, 13, 4188-4191
    • (2011) Org. Lett. , vol.13 , pp. 4188-4191
    • Dhuguru, J.1    Gheewala, C.2    Kumar, N.S.S.3    Wilson, J.N.4
  • 12
    • 84875035932 scopus 로고    scopus 로고
    • Synthesis of Green and Blue Fluorescent Ladder-Type Conjugated Imidazolium Compounds
    • Takagi, K.; Ito, Y.; Kusafuka, K.; Sakaida, M. Synthesis of Green and Blue Fluorescent Ladder-Type Conjugated Imidazolium Compounds Org. Biomol. Chem. 2013, 11, 2245-2248
    • (2013) Org. Biomol. Chem. , vol.11 , pp. 2245-2248
    • Takagi, K.1    Ito, Y.2    Kusafuka, K.3    Sakaida, M.4
  • 13
    • 0000509573 scopus 로고    scopus 로고
    • Photoinduced Intramolecular Charge Transfer in a Series of Differently Twisted Donor-Acceptor Biphenyls As Revealed by Fluorescence
    • Maus, M.; Rettig, W.; Bonafoux, D.; Lapouyade, R. Photoinduced Intramolecular Charge Transfer in a Series of Differently Twisted Donor-Acceptor Biphenyls As Revealed by Fluorescence J. Phys. Chem. A 1999, 103, 3388-3401
    • (1999) J. Phys. Chem. A , vol.103 , pp. 3388-3401
    • Maus, M.1    Rettig, W.2    Bonafoux, D.3    Lapouyade, R.4
  • 14
    • 0035690660 scopus 로고    scopus 로고
    • Comparison of the Bandshape and Lifetime Data Analysis of Temperature-Dependent Fluorescence Measurements for the Investigation of an Excited State Conformational Equilibrium the Case of Differently Twisted Donor-Acceptor Biphenyls
    • Maus, M.; Rettig, W. Comparison of the Bandshape and Lifetime Data Analysis of Temperature-Dependent Fluorescence Measurements for the Investigation of an Excited State Conformational Equilibrium the Case of Differently Twisted Donor-Acceptor Biphenyls Phys. Chem. Chem. Phys. 2001, 3, 5430-5437
    • (2001) Phys. Chem. Chem. Phys. , vol.3 , pp. 5430-5437
    • Maus, M.1    Rettig, W.2
  • 15
    • 0037076111 scopus 로고    scopus 로고
    • The excited state equilibrium between two rotational conformers of a sterically restricted donor-acceptor biphenyl as characterized by global fluorescence decay analysis
    • DOI 10.1021/jp012432h
    • Maus, M.; Rettig, W the Excited State Equilibrium between Two Rotational Conformers of a Sterically Restricted Donor-Acceptor Biphenyl As Characterized by Global Fluorescence Decay Analysis J. Phys. Chem. A 2002, 106, 2104-2111 (Pubitemid 35275853)
    • (2002) Journal of Physical Chemistry A , vol.106 , Issue.10 , pp. 2104-2111
    • Maus, M.1    Rettig, W.2
  • 16
    • 14744273171 scopus 로고    scopus 로고
    • Structure-property relationships of donor/acceptor-functionalized tetrakis(phenylethynyl)benzenes and bis(dehydrobenzoannuleno)benzenes
    • DOI 10.1021/ja044175a
    • Marsden, J. A.; Miller, J. J.; Shirtcliff, L. D.; Haley, M. M. Structure-Property Relationships of Donor/Acceptor-Functionalized Tetrakis(phenylethynyl)benzenes and Bis(dehydrobenzoannuleno)benzenes J. Am. Chem. Soc. 2005, 127, 2464-2476 (Pubitemid 40327809)
    • (2005) Journal of the American Chemical Society , vol.127 , Issue.8 , pp. 2464-2476
    • Marsden, J.A.1    Miller, J.J.2    Shirtcliff, L.D.3    Haley, M.M.4
  • 18
    • 84885092070 scopus 로고    scopus 로고
    • Strong Intramolecular Charge Transfer Emission in Benzobisoxazole Cruciforms: Solvatochromic Dyes as Polarity Indicators
    • Martínez-Martínez, V.; Lim, J.; Bañuelos, J.; López-Arbeloa, I.; Miljanić, O. Š. Strong Intramolecular Charge Transfer Emission in Benzobisoxazole Cruciforms: Solvatochromic Dyes as Polarity Indicators Phys. Chem. Chem. Phys. 2013, 15, 18023-18029
    • (2013) Phys. Chem. Chem. Phys. , vol.15 , pp. 18023-18029
    • Martínez-Martínez, V.1    Lim, J.2    Bañuelos, J.3    López-Arbeloa, I.4    Miljanić, O.S.5
  • 19
    • 80155165028 scopus 로고    scopus 로고
    • Preparation and Acid-responsive Photophysical Properties of T-shaped π-Conjugated Molecules Containing a Benzimidazole Junction
    • Inouchi, T.; Nakashima, T.; Toba, M.; Kawai, T. Preparation and Acid-responsive Photophysical Properties of T-shaped π-Conjugated Molecules Containing a Benzimidazole Junction Chem.-Asian J. 2011, 6, 3020-3027
    • (2011) Chem.-Asian J. , vol.6 , pp. 3020-3027
    • Inouchi, T.1    Nakashima, T.2    Toba, M.3    Kawai, T.4
  • 20
    • 84892600468 scopus 로고    scopus 로고
    • The Origin of the Emission Properties of π-Conjugated Molecules that have an Acid-responsive Benzimidazole Unit
    • Inouchi, T.; Nakashima, T.; Kawai, T the Origin of the Emission Properties of π-Conjugated Molecules that have an Acid-responsive Benzimidazole Unit Asian J. Org. Chem. 2013, 2, 230-238
    • (2013) Asian J. Org. Chem. , vol.2 , pp. 230-238
    • Inouchi, T.1    Nakashima, T.2    Kawai, T.3
  • 21
    • 33947087271 scopus 로고
    • Hückel Molecular Orbital π-Resonance Energies. Heterocycles Containing Divalent Sulfur
    • Hess, B. A.; Schaad, L. J. Hückel Molecular Orbital π-Resonance Energies. Heterocycles Containing Divalent Sulfur J. Am. Chem. Soc. 1973, 95, 3907-3912
    • (1973) J. Am. Chem. Soc. , vol.95 , pp. 3907-3912
    • Hess, B.A.1    Schaad, L.J.2
  • 22
    • 84875961015 scopus 로고    scopus 로고
    • Alicante, R. Efficient Second-Order Nonlinear Optical Chromophores Based on Dithienothiophene and Thienothiophene Bridges
    • Marco, A. B.; Andreu, R.; Franco, S.; Garín, J.; Orduna, J.; Villacampa, B. Alicante, R. Efficient Second-Order Nonlinear Optical Chromophores Based on Dithienothiophene and Thienothiophene Bridges Tetrahedron 2013, 69, 3919-3926
    • (2013) Tetrahedron , vol.69 , pp. 3919-3926
    • Marco, A.B.1    Andreu, R.2    Franco, S.3    Garín, J.4    Orduna, J.5    Villacampa, B.6
  • 23
    • 34548662852 scopus 로고    scopus 로고
    • Molecular engineering of the band gap of π-conjugated systems: Facing technological applications
    • DOI 10.1002/marc.200700345
    • Roncali, J. Molecular Engineering of the Band Gap of π-Conjugated Systems: Facing Technological Applications Macromol. Rapid Commun. 2007, 28, 1761-1775 (Pubitemid 47411423)
    • (2007) Macromolecular Rapid Communications , vol.28 , Issue.17 , pp. 1761-1775
    • Roncali, J.1
  • 24
    • 72149122629 scopus 로고    scopus 로고
    • Site-Selective Suzuki-Miyaura Reactions of 2,3,5-Tribromothiophene
    • Toguema, S.-M. T.; Villinger, A.; Langer, P. Site-Selective Suzuki-Miyaura Reactions of 2,3,5-Tribromothiophene Synlett. 2009, 20, 3311-3314
    • (2009) Synlett. , vol.20 , pp. 3311-3314
    • Toguema, S.-M.T.1    Villinger, A.2    Langer, P.3
  • 25
    • 77952742779 scopus 로고    scopus 로고
    • Synthesis and Photochromism of 1,2-Bis(5-aryl-2-phenylethynylthien-3-yl) hexafluorocyclopentene Derivatives
    • Cai, J.; Farhat, A.; Tsitovitch, P. B.; Bodani, V.; Toogood, R. D.; Murphy, R. S. Synthesis and Photochromism of 1,2-Bis(5-aryl-2- phenylethynylthien-3-yl)hexafluorocyclopentene Derivatives J. Photochem. Photobiol. A 2010, 212, 176-182
    • (2010) J. Photochem. Photobiol. A , vol.212 , pp. 176-182
    • Cai, J.1    Farhat, A.2    Tsitovitch, P.B.3    Bodani, V.4    Toogood, R.D.5    Murphy, R.S.6
  • 26
    • 84863391796 scopus 로고    scopus 로고
    • An Asymmetric Oligomer Based on Thienoacene for Solution Processed Crystal Organic Thin-Film Transistors
    • Tian, H.; Han, Y.; Bao, C.; Yan, D.; Geng, Y.; Wang, F. An Asymmetric Oligomer Based on Thienoacene for Solution Processed Crystal Organic Thin-Film Transistors Chem. Commun. 2012, 48, 3557-3559
    • (2012) Chem. Commun. , vol.48 , pp. 3557-3559
    • Tian, H.1    Han, Y.2    Bao, C.3    Yan, D.4    Geng, Y.5    Wang, F.6
  • 27
    • 79961048719 scopus 로고    scopus 로고
    • Coupling: Access to Thioethers, Benzo[b]thiophenes, and Thieno[3,2-b]thiophenes
    • Kuhn, M.; Falk, F. C.; Paradies, J.; Palladium-Catalyzed, C-S Coupling: Access to Thioethers, Benzo[b]thiophenes, and Thieno[3,2-b]thiophenes Org. Lett. 2011, 13, 4100-4103
    • (2011) Org. Lett. , vol.13 , pp. 4100-4103
    • Kuhn, M.1    Falk, F.C.2    Paradies, J.3    Palladium-Catalyzed, C.-S.4
  • 28
    • 84857589288 scopus 로고    scopus 로고
    • The Equilibria and Conversions between Three Excited States: The le State and Two Charge Transfer States, in Twisted Pyrene-Substituted Tridurylboranes
    • Ren, M.-G.; Mao, M.; Song, Q.-H the Equilibria and Conversions between Three Excited States: the LE State and Two Charge Transfer States, in Twisted Pyrene-Substituted Tridurylboranes Chem. Commun. 2012, 48, 2970-2972
    • (2012) Chem. Commun. , vol.48 , pp. 2970-2972
    • Ren, M.-G.1    Mao, M.2    Song, Q.-H.3
  • 29
    • 84869410644 scopus 로고    scopus 로고
    • Thermodynamics and Conformations in the Formation of Excited States and Their Interconversions for Twisted Donor-Substituted Tridurylboranes
    • Mao, M.; Ren, M.-G.; Song, Q.-H thermodynamics and Conformations in the Formation of Excited States and Their Interconversions for Twisted Donor-Substituted Tridurylboranes Chem.-Eur. J. 2012, 18, 15512-15522
    • (2012) Chem.-Eur. J. , vol.18 , pp. 15512-15522
    • Mao, M.1    Ren, M.-G.2    Song, Q.-H.3
  • 31
    • 0029403121 scopus 로고
    • Subpicosecond Measurements of Polar Solvation Dynamics: Coumarin 153 Revisited
    • Horng, M. L.; Gardecki, J. A.; Papazyan, A.; Maroncelli, M. Subpicosecond Measurements of Polar Solvation Dynamics: Coumarin 153 Revisited J. Phys. Chem. 1995, 99, 17311-17337
    • (1995) J. Phys. Chem. , vol.99 , pp. 17311-17337
    • Horng, M.L.1    Gardecki, J.A.2    Papazyan, A.3    Maroncelli, M.4
  • 32
    • 3142771297 scopus 로고    scopus 로고
    • A New Hybrid Exchange-Correlation Functional Using the Coulomb-Attenuating Method (CAM-B3LYP)
    • Yanaia, T.; Tew, D. P.; Handy, N. C. A New Hybrid Exchange-Correlation Functional Using the Coulomb-Attenuating Method (CAM-B3LYP) Chem. Phys. Lett. 2004, 393, 51-57
    • (2004) Chem. Phys. Lett. , vol.393 , pp. 51-57
    • Yanaia, T.1    Tew, D.P.2    Handy, N.C.3
  • 33
    • 70450206724 scopus 로고    scopus 로고
    • rev B.01; Gaussian, Inc. Wallingford, CT
    • Frisch, M. J. Gaussian 09, rev B.01; Gaussian, Inc.; Wallingford, CT, 2009.
    • (2009) Gaussian 09
    • Frisch, M.J.1
  • 34
    • 0001045685 scopus 로고
    • New Narrow-Bandgap Polymer Composed of Benzobis(1,2,5-thiadiazole) and Thiophenes
    • Karikomi, M.; Kitamura, C.; Tanaka, S.; Yamashita, Y. New Narrow-Bandgap Polymer Composed of Benzobis(1,2,5-thiadiazole) and Thiophenes J. Am. Chem. Soc. 1995, 117, 6791-6792
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 6791-6792
    • Karikomi, M.1    Kitamura, C.2    Tanaka, S.3    Yamashita, Y.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.