메뉴 건너뛰기




Volumn 92, Issue 3, 2012, Pages 1241-1249

Novel 5-benzazolyl-10,15,20-triphenylporphyrins and β,meso- benzoxazolyl-bridged porphyrin dyads: Synthesis, characterization and photophysical properties

Author keywords

,meso Linked diporphyrins; Energy transfer; Fluorescence; La(OTf)3; meso Benzazolyl triphenylporphyrins; Synthesis

Indexed keywords

1 ,2-DICHLOROBENZENE; AROMATIC ALDEHYDE; CATALYZED REACTIONS; DIPORPHYRINS; ELECTRONIC ABSORPTION; EMISSION QUENCHING; FLUORENES; FLUORESCENCE QUENCHING; FLUORESCENCE STUDIES; GOOD YIELD; H NMR SPECTROSCOPY; INTRAMOLECULAR ENERGY TRANSFER; MESO-BENZAZOLYL-TRIPHENYLPORPHYRINS; METALATIONS; PHOTOPHYSICAL PROPERTIES; ZINC ACETATE;

EID: 80053910245     PISSN: 01437208     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.dyepig.2011.07.022     Document Type: Article
Times cited : (16)

References (42)
  • 1
    • 56749107050 scopus 로고    scopus 로고
    • Meso-tetraarylporphyrin catalyzed highly regioselective ring opening of epoxides with acetic acid
    • S. Zakavi, G.R. Karimipour, and N.G. Gharab Meso-tetraarylporphyrin catalyzed highly regioselective ring opening of epoxides with acetic acid Catalysis Communications 10 2009 388 390
    • (2009) Catalysis Communications , vol.10 , pp. 388-390
    • Zakavi, S.1    Karimipour, G.R.2    Gharab, N.G.3
  • 2
    • 31544451015 scopus 로고    scopus 로고
    • Chiral chromium(III) porphyrins as highly enantioselective catalysts for Hetero-Diels-Alder reactions between aldehydes and dienes
    • DOI 10.1002/adsc.200505249
    • A. Berkessel, E. Erturk, and C. Laporte Chiral chromium(III) porphyrins as highly enantioselective catalysts for hetero-Diels-Alder reactions between aldehydes and dienes Advanced Synthesis and Catalysis 348 2006 223 228 (Pubitemid 43155994)
    • (2006) Advanced Synthesis and Catalysis , vol.348 , Issue.1-2 , pp. 223-228
    • Berkessel, A.1    Erturk, E.2    Laporte, C.3
  • 3
    • 0035803061 scopus 로고    scopus 로고
    • Colorimetric anion sensing by porphyrin-based anion receptors
    • DOI 10.1016/S0040-4039(01)01876-7, PII S0040403901018767
    • C. Lee, D.H. Lee, and J.-I. Hong Colorimetric anion sensing by porphyrin-based anion receptors Tetrahedron Letters 42 2001 8665 8668 (Pubitemid 33052409)
    • (2001) Tetrahedron Letters , vol.42 , Issue.49 , pp. 8665-8668
    • Lee, C.1    Lee, D.H.2    Hong, J.-I.3
  • 4
    • 0037152309 scopus 로고    scopus 로고
    • Anion sensors based on β,β′-disubstituted porphyrin derivatives
    • S.D. Starnes, S. Arungundram, and C.H. Saunders Anion sensors based on β,β′-disubstituted porphyrin derivatives Tetrahedron Letters 43 2002 7785 7788
    • (2002) Tetrahedron Letters , vol.43 , pp. 7785-7788
    • Starnes, S.D.1    Arungundram, S.2    Saunders, C.H.3
  • 5
    • 0030996359 scopus 로고    scopus 로고
    • Guest-selective binding of Z-amino acids by a strapped metalloporphyrin receptor with a hydrogen-bonding capability
    • DOI 10.1016/S0040-4020(97)00611-X, PII S004040209700611X
    • J.-Y. Zheng, K. Konishi, and T. Aida Guest-selective binding of z-amino acids by a strapped metalloporphyrin receptor with a hydrogen-bonding capability Tetrahedron 53 1997 9115 9122 (Pubitemid 27278014)
    • (1997) Tetrahedron , vol.53 , Issue.27 , pp. 9115-9122
    • Zheng, J.-Y.1    Konishi, K.2    Aida, T.3
  • 6
    • 0030110812 scopus 로고    scopus 로고
    • Molecular recognition with C-clamp porphyrins: Synthesis, structural, and complexation studies
    • DOI 10.1002/(SICI)1099-1352(199603)9:2<149::AID-JMR256>3.0.CO;2-O
    • Y. Liang, C.K. Chang, and S.-M. Peng Molecular recognition with C-clamp porphyrins: synthesis, structural, and complexation studies Journal of Molecular Recognition 9 1996 149 157 (Pubitemid 26369492)
    • (1996) Journal of Molecular Recognition , vol.9 , Issue.2 , pp. 149-157
    • Liang, Y.1    Chang, C.K.2    Peng, S.-M.3
  • 7
    • 0742271396 scopus 로고    scopus 로고
    • Research advances in the use of tetrapyrrolic photosensitizers for photodynamic therapy
    • DOI 10.1016/j.jphotobiol.2003.10.002, PII S1011134403001507
    • E.S. Nyman, and P.H. Hynninen Research advances in the use of tetrapyrrolic photosensitizers for photodynamic therapy Journal of Photochemistry and Photobiology B: Biology 73 2004 1 28 (Pubitemid 38145763)
    • (2004) Journal of Photochemistry and Photobiology B: Biology , vol.73 , Issue.1-2 , pp. 1-28
    • Nyman, E.S.1    Hynninen, P.H.2
  • 8
    • 0032560210 scopus 로고    scopus 로고
    • Porphyrin-based photosensitizers for use in photodynamic therapy
    • DOI 10.1016/S0040-4020(98)00015-5, PII S0040402098000155
    • E.D. Sternberg, D. Dolphin, and C. Bruckner Porphyrin-based photosensitizers for use in photodynamic therapy Tetrahedron 54 1998 4151 4202 (Pubitemid 28162666)
    • (1998) Tetrahedron , vol.54 , Issue.17 , pp. 4151-4202
    • Sternberg, E.D.1    Dolphin, D.2    Bruckner, C.3
  • 9
    • 0000436861 scopus 로고    scopus 로고
    • Porphyrin-based sensitizers in the detection and treatment of cancer: Recent progress
    • M.G.H. Vicente Porphyrin-based sensitizers in the detection and treatment of cancer: recent progress Current Medicinal Chemistry-Anti-Cancer Agents 1 2001 175 194
    • (2001) Current Medicinal Chemistry-Anti-Cancer Agents , vol.1 , pp. 175-194
    • Vicente, M.G.H.1
  • 10
    • 43549100247 scopus 로고    scopus 로고
    • Photodynamic therapy: The development of new photosensitisers
    • DOI 10.2174/187152008783961888
    • M. Wainwright Photodynamic therapy: the development of new photosensitizers Anti-Cancer Agents in Medicinal Chemistry 8 2008 280 291 (Pubitemid 351761433)
    • (2008) Anti-Cancer Agents in Medicinal Chemistry , vol.8 , Issue.3 , pp. 280-291
    • Wainwright, M.1
  • 11
    • 2942670310 scopus 로고    scopus 로고
    • Porphyrin-fullerene linked systems as artificial photosynthetic mimics
    • H. Imahori Porphyrin-fullerene linked systems as artificial photosynthetic mimics Organic and Biomolecular Chemistry 2 2004 1425 1433
    • (2004) Organic and Biomolecular Chemistry , vol.2 , pp. 1425-1433
    • Imahori, H.1
  • 12
    • 62349111017 scopus 로고    scopus 로고
    • Energy transfer followed by electron transfer in a porphyrin macrocycle and central acceptor ligand: A model for a photosynthetic composite of the light-harvesting complex and reaction center
    • Y. Kuramochi, A.S.D. Sandanayaka, A. Satake, Y. Araki, K. Ogawa, and O. Ito Energy transfer followed by electron transfer in a porphyrin macrocycle and central acceptor ligand: a model for a photosynthetic composite of the light-harvesting complex and reaction center Chemistry-A European Journal 15 2009 2317 2327
    • (2009) Chemistry-A European Journal , vol.15 , pp. 2317-2327
    • Kuramochi, Y.1    Sandanayaka, A.S.D.2    Satake, A.3    Araki, Y.4    Ogawa, K.5    Ito, O.6
  • 13
    • 0040891425 scopus 로고
    • Photoinduced electron transfer in supramolecular systems for artificial photosynthesis
    • M.R. Wasielewski Photoinduced electron transfer in supramolecular systems for artificial photosynthesis Chemical Reviews 92 1992 435 461
    • (1992) Chemical Reviews , vol.92 , pp. 435-461
    • Wasielewski, M.R.1
  • 14
    • 0035148647 scopus 로고    scopus 로고
    • Mimicking photosynthetic solar energy transduction
    • DOI 10.1021/ar9801301
    • D. Gust, T.A. Moore, and A.L. Moore Mimicking photosynthetic solar energy transduction Accounts of Chemical Research 34 2001 40 48 (Pubitemid 32066588)
    • (2001) Accounts of Chemical Research , vol.34 , Issue.1 , pp. 40-48
    • Gust, D.1    Moore, T.A.2    Moore, A.L.3
  • 15
    • 0036007172 scopus 로고    scopus 로고
    • Probing electronic communication in covalently linked multiporphyrin arrays. A guide to the rational design of molecular photonic devices
    • D. Holten, D.F. Bocian, and J.S. Lindsey Probing electronic communication in covalently linked multiporphyrin arrays. A guide to the rational design of molecular photonic devices Accounts of Chemical Research 35 2002 57 69
    • (2002) Accounts of Chemical Research , vol.35 , pp. 57-69
    • Holten, D.1    Bocian, D.F.2    Lindsey, J.S.3
  • 16
    • 0030945480 scopus 로고    scopus 로고
    • Very small arrays
    • DOI 10.1038/386021a0
    • D. Gust Very small arrays Nature 386 1997 21 22 (Pubitemid 27130902)
    • (1997) Nature , vol.386 , Issue.6620 , pp. 21-22
    • Gust, D.1
  • 18
    • 63849241010 scopus 로고    scopus 로고
    • Porphyrin-β-oligo-ethynylenephenylene-[60]fullerene triads: Synthesis and electrochemical and photophysical characterization of the new porphyrin-oligo-PPE-[60]fullerene systems
    • A. Lembo, P. Tagliatesta, D.M. Guldi, M. Wielopolski, and M. Nuccetelli Porphyrin-β-oligo-ethynylenephenylene-[60]fullerene triads: synthesis and electrochemical and photophysical characterization of the new porphyrin-oligo-PPE-[60]fullerene systems The Journal of Physical Chemistry A 113 2009 1779 1793
    • (2009) The Journal of Physical Chemistry A , vol.113 , pp. 1779-1793
    • Lembo, A.1    Tagliatesta, P.2    Guldi, D.M.3    Wielopolski, M.4    Nuccetelli, M.5
  • 19
    • 0035903678 scopus 로고    scopus 로고
    • Multicarbocycle formation mediated by arenoporphyrin 1,4-diradicals: Synthesis of picenoporphyrins
    • DOI 10.1002/1521-3773(20010917)40:18<3439::AID-ANIE3439>3.0.CO;2-Z
    • H. Aihara, L. Jaquinod, D.J. Nurco, and K.M. Smith Multicarbocycle formation mediated by arenoporphyrin 1,4-diradicals: synthesis of picenoporphyrins Angewandte Chemie International Edition 40 2001 3439 3441 (Pubitemid 32916624)
    • (2001) Angewandte Chemie - International Edition , vol.40 , Issue.18 , pp. 3439-3441
    • Aihara, H.1    Jaquinod, L.2    Nurco, D.J.3    Smith, K.M.4
  • 20
    • 0141869080 scopus 로고    scopus 로고
    • Ambient temperature activation of haloporphyrinic-enediynes: Electronic contributions to Bergman cycloaromatization
    • DOI 10.1021/ja0302782
    • M. Nath, J.C. Huffman, and J.M. Zaleski Ambient temperature activation of haloporphyrinic-enediynes: electronic contributions to Bergman cycloaromatization Journal of the American Chemical Society 125 2003 11484 11485 (Pubitemid 37210084)
    • (2003) Journal of the American Chemical Society , vol.125 , Issue.38 , pp. 11484-11485
    • Nath, M.1    Huffman, J.C.2    Zaleski, J.M.3
  • 21
    • 12944299302 scopus 로고    scopus 로고
    • Controlling both ground- and excited-state thermal barriers to Bergman cyclization with alkyne termini substitution
    • DOI 10.1021/ja045979t
    • M. Nath, M. Pink, and J.M. Zaleski Controlling both ground- and excited-state thermal barriers to Bergman cyclization with alkyne termini substitution Journal of the American Chemical Society 127 2005 478 479 (Pubitemid 40174346)
    • (2005) Journal of the American Chemical Society , vol.127 , Issue.2 , pp. 478-479
    • Nath, M.1    Pink, M.2    Zaleski, J.M.3
  • 22
    • 0037425216 scopus 로고    scopus 로고
    • Accelerated Bergman cyclization of porphyrinic-enediynes
    • M. Nath, J.C. Huffman, and J.M. Zaleski Accelerated Bergman cyclization of porphyrinic-enediynes Chemical Communications 2003 858 859 (Pubitemid 36461184)
    • (2003) Chemical Communications , Issue.7 , pp. 858-859
    • Nath, M.1    Huffman, J.C.2    Zaleski, J.M.3
  • 23
    • 78651504125 scopus 로고    scopus 로고
    • Doubly and triply linked porphyrin-perylene monoimides as near IR dyes with large dipole moments and high photostability
    • C. Jiao, K.-W. Huang, C. Chi, and J. Wu Doubly and triply linked porphyrin-perylene monoimides as near IR dyes with large dipole moments and high photostability The Journal of Organic Chemistry 76 2011 661 664
    • (2011) The Journal of Organic Chemistry , vol.76 , pp. 661-664
    • Jiao, C.1    Huang, K.-W.2    Chi, C.3    Wu, J.4
  • 24
    • 70449529762 scopus 로고    scopus 로고
    • Photoinduced energy and electron transfer in porphyrin-anthraquinone dyads bridged with a triazine group
    • M. Tao, L. Liu, D. Liu, and X. Zhou Photoinduced energy and electron transfer in porphyrin-anthraquinone dyads bridged with a triazine group Dyes and Pigments 85 2010 21 26
    • (2010) Dyes and Pigments , vol.85 , pp. 21-26
    • Tao, M.1    Liu, L.2    Liu, D.3    Zhou, X.4
  • 25
    • 61549113156 scopus 로고    scopus 로고
    • Synthesis and photophysical properties of porphyrins with fluorenyl pendant arms
    • S. Drouet, C.O. Paul-Roth, and G. Simonneaux Synthesis and photophysical properties of porphyrins with fluorenyl pendant arms Tetrahedron 65 2009 2975 2981
    • (2009) Tetrahedron , vol.65 , pp. 2975-2981
    • Drouet, S.1    Paul-Roth, C.O.2    Simonneaux, G.3
  • 26
    • 33745045707 scopus 로고    scopus 로고
    • Fluorescence switch based on a porphyrin-perylene dyad
    • X.G. Yang, J.Z. Sun, H.Y. Li, J. Cao, and M. Wang Fluorescence switch based on a porphyrin-perylene dyad Chinese Chemical Letters 16 2 2005 257 260 (Pubitemid 43872476)
    • (2005) Chinese Chemical Letters , vol.16 , Issue.2 , pp. 257-260
    • Yang, X.G.1    Sun, J.Z.2    Li, H.Y.3    Cao, J.4    Wang, M.5
  • 27
    • 78650116813 scopus 로고    scopus 로고
    • Excited-state photodynamics of perylene-porphyrin dyads. 5. Tuning light-harvesting characteristics via perylene substituents, connection motif, and three-dimensional architecture
    • C. Kirmaier, H.-E. Song, E. Yang, J.K. Schwartz, E. Hindin, and J.R. Diers Excited-state photodynamics of perylene-porphyrin dyads. 5. Tuning light-harvesting characteristics via perylene substituents, connection motif, and three-dimensional architecture The Journal of Physical Chemistry B 114 2010 14249 14264
    • (2010) The Journal of Physical Chemistry B , vol.114 , pp. 14249-14264
    • Kirmaier, C.1    Song, H.-E.2    Yang, E.3    Schwartz, J.K.4    Hindin, E.5    Diers, J.R.6
  • 28
    • 37049089649 scopus 로고
    • Photoinduced energy and electron transfer in pyrene-porphyrin, porphyrin-benzoquinone binary systems and the pyrene-porphyrin-benzoquinone ternary system
    • Z.-M. Lin, W.-Z. Feng, and H.-K. Leung Photoinduced energy and electron transfer in pyrene-porphyrin, porphyrin-benzoquinone binary systems and the pyrene-porphyrin-benzoquinone ternary system Journal of the Chemical Society, Chemical Communications 1991 209 211
    • (1991) Journal of the Chemical Society, Chemical Communications , pp. 209-211
    • Lin, Z.-M.1    Feng, W.-Z.2    Leung, H.-K.3
  • 29
    • 0031245521 scopus 로고    scopus 로고
    • Intermolecular and intramolecular energy and electron transfer reactions between porphyrin and fluorescein
    • PII S0143720896001039
    • X. Yan, M. Weng, M. Zhang, and T. Shen Intermolecular and intramolecular energy and electron transfer reactions between porphyrin and fluorescein Dyes and Pigments 35 1997 87 99 (Pubitemid 127348146)
    • (1997) Dyes and Pigments , vol.35 , Issue.2 , pp. 87-99
    • Yan, X.1    Weng, M.2    Zhang, M.3    Shen, T.4
  • 30
    • 58149362757 scopus 로고
    • Fluorescence studies on a supramolecular porphyrin bearing anthracene donor moieties
    • M. Sirish, and B.G. Maiya Fluorescence studies on a supramolecular porphyrin bearing anthracene donor moieties Journal of Photochemistry and Photobiology A: Chemistry 85 1995 127 135
    • (1995) Journal of Photochemistry and Photobiology A: Chemistry , vol.85 , pp. 127-135
    • Sirish, M.1    Maiya, B.G.2
  • 31
    • 61849119065 scopus 로고    scopus 로고
    • Marriage of porphyrin chemistry with metal-catalysed reactions
    • H. Shinokubo, and A. Osuka Marriage of porphyrin chemistry with metal-catalysed reactions Chemical Communications 2009 1011 1021
    • (2009) Chemical Communications , pp. 1011-1021
    • Shinokubo, H.1    Osuka, A.2
  • 32
    • 17144380017 scopus 로고    scopus 로고
    • Potentiometric, electronic structural, and ground- and excited-state optical properties of conjugated bis[(porphinato)zinc(II)] compounds featuring proquinoidal spacer units
    • DOI 10.1021/ja040243h
    • K. Susumu, T.V. Duncan, and M.J. Therien Potentiometric, electronic structural, and ground- and excited-state optical properties of conjugated bis[(porphinato)zinc(II)] compounds featuring proquinoidal spacer units Journal of the American Chemical Society 127 2005 5186 5195 (Pubitemid 40523478)
    • (2005) Journal of the American Chemical Society , vol.127 , Issue.14 , pp. 5186-5195
    • Susumu, K.1    Duncan, T.V.2    Therien, M.J.3
  • 33
    • 0001601611 scopus 로고    scopus 로고
    • Synthesis of β-Linked Diporphyrins and Their Homo- and Hetero-Bimetallic Complexes
    • X. Zhou, and K.S. Chan Synthesis of β-linked diporphyrins and their homo- and hetero-bimetallic complexes The Journal of Organic Chemistry 63 1998 99 104 (Pubitemid 128494053)
    • (1998) Journal of Organic Chemistry , vol.63 , Issue.1 , pp. 99-104
    • Zhou, X.1    Chan, K.S.2
  • 34
    • 33646861627 scopus 로고    scopus 로고
    • Regiospecific aryl nitration of meso-tetraarylporphyrins: The directive effect of para-substituents
    • H.-L. Zhang, W.-M. Shi, and J. Wu Regiospecific aryl nitration of meso-tetraarylporphyrins: the directive effect of para-substituents Heterocycles 65 12 2005 3001 3006
    • (2005) Heterocycles , vol.65 , Issue.12 , pp. 3001-3006
    • Zhang, H.-L.1    Shi, W.-M.2    Wu, J.3
  • 35
    • 67749095057 scopus 로고    scopus 로고
    • Synthesis of novel diselenide-linked porphyrin dimers under phase-transfer catalysis condition and their interactions with DNA
    • Z. Xue, D.W.-J. Kwong, L.-W. Xue, Q. Liu, A.-X. Hou, and W.-K. Wong Synthesis of novel diselenide-linked porphyrin dimers under phase-transfer catalysis condition and their interactions with DNA Chemistry & Biodiversity 6 2009 1131 1143
    • (2009) Chemistry & Biodiversity , vol.6 , pp. 1131-1143
    • Xue, Z.1    Kwong, D.W.-J.2    Xue, L.-W.3    Liu, Q.4    Hou, A.-X.5    Wong, W.-K.6
  • 38
    • 33947483926 scopus 로고
    • Remarks on Förster's theory of transfer of excitation energy
    • M. Leibowitz Remarks on Förster's theory of transfer of excitation energy The Journal of Physical Chemistry 69 1965 1061 1062
    • (1965) The Journal of Physical Chemistry , vol.69 , pp. 1061-1062
    • Leibowitz, M.1
  • 40
    • 0028494154 scopus 로고
    • Photophysical properties of conformationally distorted metal-free porphyrins. Investigation into the deactivation mechanisms of the lowest excited singlet state
    • S. Gentemann, C.J. Medforth, T.P. Forsyth, D.J. Nurco, K.M. Smith, and J. Fajer Photophysical properties of conformationally distorted metal-free porphyrins. Investigation into the deactivation mechanisms of the lowest excited singlet state Journal of the American Chemical Society 116 1994 7363 7368 (Pubitemid 24981438)
    • (1994) Journal of the American Chemical Society , vol.116 , Issue.16 , pp. 7363-7368
    • Gentemann, S.1    Medforth, C.J.2    Forsyth, T.P.3    Nurco, D.J.4    Smith, K.M.5    Fajer, J.6    Holten, D.7


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.