Tandem energy transfer electron transfer in the photosensitized alkylation of alpha,beta-unsaturated ketones

被引：0
作者：
Fagnoni, M [1 ]
Mella, M [1 ]
Albini, A [1 ]
机构：
[1] UNIV PAVIA,DIPARTIMENTO CHIM ORGAN,I-27100 PAVIA,ITALY
来源：
JOURNAL OF PHYSICAL ORGANIC CHEMISTRY | 1997年 / 10卷 / 10期
关键词：
tandem energy transfer electron transfer; photosensitized alkylation; alpha; beta-unsaturated ketones;
D O I：
10.1002/(SICI)1099-1395(199710)10:10<777::AID-POC940>3.0.CO;2-V
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
alpha,beta-Unsaturated ketones are not conveniently alkylated by radicals generated from tetraalkylstannanes via photoinduced electron transfer (PET), either by direct irradiation or when a singlet sensitizer (an aromatic nitrile, a pyrilium salt) is used, However, the procedure is successful with tetramethyl pyromellitate (TMPM) as the sensitizer, TMPM is promoted to the triplet state by energy transfer from the unsaturated ketones and then sensitizes the cleavage of alkylstannanes by electron transfer, The alkyl radicals thus formed finally add to the unsaturated ketones, giving the beta-alkyl derivatives. (C) 1997 John Wiley & Sons, Ltd.
引用
收藏
页码：777 / 780
页数：4
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