Effect of substituents in OsO4 reactions of metallochlorins regioselective synthesis of isobacteriochlorins and bacteriochlorins
Effect of substituents in OsO4 reactions of metallochlorins regioselective synthesis of isobacteriochlorins and bacteriochlorins
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DOI：
10.1016/0040-4039(96)00712-5
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发表时间：
1996-05-27
影响因子：
1.8
通讯作者：
Pandey, RK
中科院分区：
文献类型：
--
作者：
Kozyrev, AN;Dougherty, TJ;Pandey, RK
讨论了金属氯化物与OsO_4的羟基化反应首次区域选择性地合成细菌素。这是制备金属氯化物的第一个例子。该方法也可用于在还原环的邻近位置(S)引入带电子的休眠取代基(S)来制备不对称的异细菌碘氯化合物。从2-甲酰基紫红素甲酯得到的锌(II)Vic-二羟基细菌素在828 nm处有长波吸收，这似乎与取代基与大环的pi-体系的电子相互作用有关。版权所有(C)1996爱思唯尔科学有限公司
A first regioselective synthesis of bacteriochlorin by hydroxylation of metallated chlorin with OsO4 is discussed. This is the first example for the preparation of metallobacteriochlorin. This methodology can also be used for the preparation of unsymmetrical isobacteriochlorins by introducing electron-withdawing substituent(s) at the adjacent position(s) of the reduced ring. The Zn(II) vic-dihydroxybacteriochlorin obtained from 2-formyl-purpurin methyl ester showed long wavelength absorption at 828 nm which seems to be associated with electronic interactions of the substituents with the pi-system of the macrocycle. Copyright (C) 1996 Elsevier Science Ltd