Synthesis of chlorophyll-a derivatives possessing (un)substituted 131-exo-methylene moiety and their optical properties

被引：6

作者：

Tamiaki, Hitoshi ^{[1
]}

Koizumi, Shun ^{[1
,2
]}

Tsuji, Kazuki ^{[1
,2
]}

Kinoshita, Yusuke ^{[1
]}

Miyatake, Tomohiro ^{[2
]}

机构：

[1] Ritsumeikan Univ, Grad Sch Life Sci, Kusatsu, Shiga 5258577, Japan

[2] Ryukoku Univ, Fac Sci & Technol, Dept Chem Mat, Otsu, Shiga 5202194, Japan

来源：

TETRAHEDRON LETTERS | 2014年 / 55卷 / 05期

基金：

日本学术振兴会;

关键词：

Fluorescence emission data; Pyropheophorbide; Substitution effect; Visible absorption spectrum; MODEL;

D O I：

10.1016/j.tetlet.2013.12.099

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Chlorophyll-a derivatives possessing an un/mono/disubstituted methylene moiety at the 13(1)-position were prepared by (un)substituted methylation of the 13-carbonyl group and successive dehydration. Substitution of the 13(1)-oxo to the methylene group slightly blue-shifted electronic absorption and emission bands in a solution and decreased chemical stability to give an oxidation product cleaved at the E-ring. Further mono/disubstitution at the methylene terminal increased wavelengths of absorption and emission maxima as well as oxidative tolerance. (C) 2013 Elsevier Ltd. All rights reserved.

引用

页码：1093 / 1096

页数：4