Diphenyl diselenide-assisted dithiolation of 1,3-dienes with diphenyl disulfide upon irradiation with near-UV light
Diphenyl diselenide-assisted dithiolation of 1,3-dienes with diphenyl disulfide upon irradiation with near-UV light
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DOI：
10.1016/s0040-4039(97)10846-2
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发表时间：
1998-03-19
影响因子：
1.8
通讯作者：
Hirao, T
中科院分区：
文献类型：
--
作者：
Ogawa, A;Obayashi, R;Hirao, T
虽然1，3-二烯与二苯基二硫化物的光诱导反应提供了聚合物混合物，但在催化量的二苯基二硒化物存在下的相同反应以良好的产率选择性地提供了相应的1，4-二硫代产物（2）。（PhS）（2）对碳自由基的捕获能力和烯丙基硒醚在光照射下的可逆性有助于（PhS）（2）与1，3-二烯在自由基条件下的高效率共轭加成。(C)1998爱思唯尔科技有限公司版权所有。
While the photoinduced reaction of 1,3-dienes with diphenyl disulfide provides a polymeric mixture, the same reaction in the presence of a catalytic amount of diphenyl diselenide provides the corresponding 1,4-dithiolation products (2) selectively in good yields. The higher carbon radical capturing ability of (PhSe)(2) and the reversibility of allylic selenides under photoirradiation contribute to the high efficiency of the conjugate addition of (PhS)(2) to 1,3-dienes under radical conditions. (C) 1998 Elsevier Science Ltd. All rights reserved.