Effective meso Fabrications of Subporphyrins

被引：59

作者：

Kitano, Masaaki ^{[1
]}

Hayashi, Shin-ya ^{[1
]}

Tanaka, Takayuki ^{[1
]}

Yorimitsu, Hideki ^{[1
]}

Aratani, Naoki ^{[1
,2
]}

Osuka, Atsuhiro ^{[1
]}

机构：

[1] Kyoto Univ, Dept Chem, Grad Sch Sci, Sakyo Ku, Kyoto 6068502, Japan

[2] Japan Sci & Technol Agcy, PRESTO, Kawaguchi, Saitama, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2012年 / 51卷 / 23期

关键词：

bromination; cross-coupling; porphyrinoids; subporphyrins; substitution; CROSS-COUPLING REACTIONS; PORPHYRIN ARRAYS; ABSORPTION; SYSTEMS;

D O I：

10.1002/anie.201201853

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A meso-free subporphyrin was prepared and quantitatively converted into meso-brominated subporphyrin, which is an effective precursor for the facile installation of substituents at the meso position. The meso-(4-amino) phenylethynyl subporphyrins (see picture; N blue, O red, Br orange, F pale green, B dark green) and a butadiyne-bridged dimer have split Soret-like bands and red-shifted and intensified fluorescence. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：5593 / 5597

页数：5

共 50 条

[1] CONJUGATED PORPHYRIN LADDERS [J].

ANDERSON, HL .

INORGANIC CHEMISTRY, 1994, 33 (05) :972-981

[2]

[Anonymous], ANGEW CHEM

[3]

[Anonymous], ANGEW CHEM

[4]

[Anonymous], 2012, ANGEW

[5]

[Anonymous], 2006, ANGEW CHEM

[6] Synthesis of meso-meso linked hybrid porphyrin arrays by Pd-catalyzed cross-coupling reaction [J].

Aratani, N ;

Osuka, A .

ORGANIC LETTERS, 2001, 3 (26) :4213-4216

[7]

Aratani N., 2010, HDB PORPHYRIN SCI, V1, P1

[8] 5,10-Diphenyltripyrrane, a useful building block for the synthesis of meso-phenyl substituted expanded macrocycles [J].

Bruckner, C ;

Sternberg, ED ;

Boyle, RW ;

Dolphin, D .

CHEMICAL COMMUNICATIONS, 1997, (17) :1689-1690

[9] FACILE ELABORATION OF PORPHYRINS VIA METAL-MEDIATED CROSS-COUPLING [J].

DIMAGNO, SG ;

LIN, VSY ;

THERIEN, MJ .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (22) :5983-5993

[10] CATALYTIC CONVERSION OF SIMPLE HALOPORPHYRINS INTO ALKYL-SUBSTITUTED, ARYL-SUBSTITUTED, PYRIDYL-SUBSTITUTED, AND VINYL-SUBSTITUTED PORPHYRINS [J].

DIMAGNO, SG ;

LIN, VSY ;

THERIEN, MJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (06) :2513-2515

← 1 2 3 4 5 →