Syntheses of regioselectively functionalized, asymmetric porphyrins via "2+2" condensation

被引：4

作者：

Arumugam, N

Won, DH

Lee, CH ^{[1
]}

机构：

[1] Kangweon Natl Univ, Inst Basic Sci, Chunchon 200701, South Korea

[2] Kangweon Natl Univ, Dept Chem, Chunchon 200701, South Korea

来源：

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES | 2002年 / 6卷 / 7-8期

关键词：

asymmetric porphyrin; synthesis; dipyrromethane;

D O I：

10.1142/S1088424602000592

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Attachment of functional groups at the designated beta-pyrrolic positions in asymmetrically substituted porphyrins is important in building customized model systems. We have developed a synthetic method of mono-functionalized dipyrromethanes at one of the beta-pyrrolic positions. Synthesis of beta-mono-brominated AB(2)C and ABCD type porphyrins was achieved by "2+2" condensation therefrom. Copyright (C) 2002 Society of Porphyrins & Phthalocyanines.

引用

收藏

页码：479 / 483

页数：5

相关论文

共 23 条

[1] PHENYLSELENYL HALIDES - EFFICIENT REAGENTS FOR THE SELECTIVE HALOGENATION AND NITRATION OF PORPHYRINS [J].

ALI, H ;

VANLIER, JE .

TETRAHEDRON LETTERS, 1991, 32 (38) :5015-5018

[2] EFFICIENT PERIPHERAL FUNCTIONALIZATION OF PORPHYRINS [J].

BALDWIN, JE ;

CROSSLEY, MJ ;

DEBERNARDIS, J .

TETRAHEDRON, 1982, 38 (05) :685-692

[3] 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

[4] PHOTOSENSITIZERS OF THE PORPHYRIN AND PHTHALOCYANINE SERIES FOR PHOTODYNAMIC THERAPY [J].

BONNETT, R .

CHEMICAL SOCIETY REVIEWS, 1995, 24 (01) :19-33

[5]

Brueckner Christian, 1995, Tetrahedron Letters, V36, P3295

[6] CONTROL OF REACTIVITY AT THE PORPHYRIN PERIPHERY BY METAL-ION COORDINATION - A GENERAL-METHOD FOR SPECIFIC NITRATION AT THE BETA-PYRROLIC POSITION OF 5,10,15,20-TETRA-ARYLPORPHYRINS [J].

CATALANO, MM ;

CROSSLEY, MJ ;

HARDING, MM ;

KING, LG .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1984, (22) :1535-1536

[7] SYNTHESIS OF BETA-ARYL SUBSTITUTED PORPHYRINS BY PALLADIUM-CATALYZED SUZUKI CROSS-COUPLING REACTIONS [J].

CHAN, KS ;

ZHOU, XA ;

AU, MT ;

TAM, CY .

TETRAHEDRON, 1995, 51 (11) :3129-3136

[8] Rational synthesis of trans-substituted porphyrin building blocks containing one sulfur or oxygen atom in place of nitrogen at a designated site [J].

Cho, WS ;

Kim, HJ ;

Littler, BJ ;

Miller, MA ;

Lee, CH ;

Lindsey, JS .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (21) :7890-7901

[9] NOVEL HETEROCYCLIC-SYSTEMS FROM SELECTIVE OXIDATION AT THE BETA-PYRROLIC POSITION OF PORPHYRINS [J].

CROSSLEY, MJ ;

KING, LG .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1984, (14) :920-922

[10] A CONVENIENT SYNTHESIS OF 2-ALKYL-5,10,15,20-TETRAPHENYLPORPHYRINS - REACTION OF METALLO-2-NITRO-5,10,15,20-TETRAPHENYLPORPHYRINS WITH GRIGNARD AND ORGANOLITHIUM REAGENTS [J].

CROSSLEY, MJ ;

HARDING, MM ;

TANSEY, CW .

JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (16) :4433-4437