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.
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页码：1093 / 1096
页数：4
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