Synthesis of tin(IV) complexes of chlorophyll-a derivatives with two halides as axial ligands and their optical properties in solution

被引：10

作者：

Kawamoto, Yuki ^{[1
]}

Kinoshita, Yusuke ^{[1
]}

Tamiaki, Hitoshi ^{[1
]}

机构：

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

来源：

TETRAHEDRON | 2020年 / 76卷 / 08期

基金：

日本学术振兴会;

关键词：

Coordination; Fluorescence emission; Pyropheophorbide; Visible absorption; METHYL PYROPHEOPHORBIDE-A; DIASTEREOTOPIC LIGATION; BACTERIOCHLOROPHYLL-C; MAGNESIUM ATOMS; ZINC CHLORINS; CENTRAL METAL; COORDINATION; AGGREGATION; (BACTERIO)CHLOROPHYLLS; RELEVANCE;

D O I：

10.1016/j.tet.2020.130948

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Methyl pyropheophorbides prepared from naturally occurring chlorophyll-a were reacted with tin(II) dihalide in aerated solvents to give their tin(IV) complexes with two halides as the axial ligands. The tin(II)-insertion into the central position and the successive air-oxidation of tin(II) to tin(IV) proceeded cleanly for the 3-ethyl-, vinyl-, acetyl-, and formyl-chlorins. Their visible absorption and fluorescence emission maxima in dichloromethane were shifted to longer wavelengths in the order of F < Cl < Br as the axial ligand and CH2CH3 < CH = CH2 < COCH3 < CHO as the 3-substituent. The heavy atom effect was observed for their fluorescence emission quantum yields and lifetimes, which were suppressed in the order of H-2 (free base) > SnF2 > SnCl2 > SnBr2 at the central position. (C) 2020 Elsevier Ltd. All rights reserved.

引用

页数：8

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