Synthesis of dithiaporphyrin-based singlet-singlet energy transfer systems

被引:40
作者
Kumaresan, D [1 ]
Agarwal, N [1 ]
Ravikanth, M [1 ]
机构
[1] Indian Inst Technol, Dept Chem, Powai 400076, Mumbai, India
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2001年 / 14期
关键词
D O I
10.1039/b102349g
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of the first alkynyl core-modified porphyrin building block, 5,10,15,20-tetrakis(4-ethynylphenyl)-21,23-dithiaporphyrin (N2S2 core), is reported. The building block was used to construct donor-appended dithiaporphyrin systems under mild palladium-coupling conditions. The porphyrin building block appended to four boron-dipyrrin units, (BDPY)(4)S2TPP, did not show any energy transfer from the BDPY unit to the central dithiaporphyrin core. However, the pentaporphyrin containing a central dithiaporphyrin sub-unit and four peripheral normal porphyrin sub-units (N-4 core) showed efficient energy transfer from the peripheral N-4 porphyrins to the central N2S2 porphyrin.
引用
收藏
页码:1644 / 1648
页数:5
相关论文
共 30 条
[1]   ENZYME MIMICS BASED ON CYCLIC PORPHYRIN OLIGOMERS - STRATEGY, DESIGN AND EXPLORATORY SYNTHESIS [J].
ANDERSON, HL ;
SANDERS, JKM .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1995, (18) :2223-2229
[2]   THE PREPARATION OF NOVEL PORPHYRINS AND BIS(PORPHYRINS) USING PALLADIUM CATALYZED COUPLING REACTIONS [J].
ARNOLD, DP ;
NITSCHINSK, LJ .
TETRAHEDRON LETTERS, 1993, 34 (04) :693-696
[3]   Dimers and model monomers of nickel(II) octaethylporphyrin substituted by conjugated groups comprising combinations of triple bonds with double bonds and arenes .1. Synthesis and electronic spectra [J].
Arnold, DP ;
James, DA .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (11) :3460-3469
[4]   FACILE SYNTHESIS OF ETHYNYLATED BENZOIC-ACID DERIVATIVES AND AROMATIC-COMPOUNDS VIA ETHYNYLTRIMETHYLSILANE [J].
AUSTIN, WB ;
BILOW, N ;
KELLEGHAN, WJ ;
LAU, KSY .
JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (11) :2280-2286
[5]   THE SYNTHESIS OF BUTADIENE-BRIDGED PORPHYRIN DIMERS AND STYRYL PORPHYRINS USING A PORPHYRIN-DERIVED WITTIG REAGENT [J].
BONFANTINI, EE ;
OFFICER, DL .
TETRAHEDRON LETTERS, 1993, 34 (52) :8531-8534
[6]   The first metal chelation by a neutral porphyrin analogue [J].
Gross, Z ;
Saltsman, I ;
Pandian, RP ;
Barzilay, CM .
TETRAHEDRON LETTERS, 1997, 38 (13) :2383-2386
[7]   MIMICKING THE PHOTOSYNTHETIC TRIPLET ENERGY-TRANSFER RELAY [J].
GUST, D ;
MOORE, TA ;
MOORE, AL ;
KRASNOVSKY, AA ;
LIDDELL, PA ;
NICODEM, D ;
DEGRAZIANO, JM ;
KERRIGAN, P ;
MAKINGS, LR ;
PESSIKI, PJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (13) :5684-5691
[8]   Synthesis, electrochemical, and photophysical study of covalently linked porphyrin dimers with two different macrocycles [J].
Kadish, KM ;
Guo, N ;
Van Caemelbecke, E ;
Froiio, A ;
Paolesse, R ;
Monti, D ;
Tagliatesta, P ;
Boschi, T ;
Prodi, L ;
Bolletta, F ;
Zaccheroni, N .
INORGANIC CHEMISTRY, 1998, 37 (10) :2358-2365
[9]   Ultrafast dynamics of highly conjugated porphyrin arrays [J].
Kumble, R ;
Palese, S ;
Lin, VSY ;
Therien, MJ ;
Hochstrasser, RM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (44) :11489-11498
[10]   5-COORDINATE COMPLEXES OF 21-THIAPORPHYRIN - PREPARATIONS, SPECTRA, AND STRUCTURES OF IRON(II), NICKEL(II), AND COPPER(II) COMPLEXES [J].
LATOSGRAZYNSKI, L ;
LISOWSKI, J ;
OLMSTEAD, MM ;
BALCH, AL .
INORGANIC CHEMISTRY, 1989, 28 (06) :1183-1188