Efficient intramolecular 2+2 photocycloaddition of styrene derivatives toward cyclophanes
Efficient intramolecular 2+2 photocycloaddition of styrene derivatives toward cyclophanes
复制标题
苯乙烯衍生物对环烷的高效分子内 2 2 光环加成
DOI：
10.1021/ja00251a053
复制
发表时间：
1987
影响因子：
15
通讯作者：
A. Oku
中科院分区：
文献类型：
--
作者：
J. Nishimura*;H. Doi;E. Ueda;A. Ohbayashi;A. Oku
由苯乙烯光环二聚生成1，2-二苯基环丁烷的反应对苯乙烯的浓度有相反的要求：第一步活性物种较短的二聚反应需要较高的苯乙烯浓度，而第二步环合反应需要稀释条件以避免分子间的副反应。为了克服这种单体浓度效应，通过将反应物限制在单个分子中，在光照射下对欧米伽-二(乙烯芳基)烷烃进行了处理，成功地得到了具有顺式二取代环丁烷环的环番化合物(S)。对实验结果进行了总结。
The formation of 1,2-diphenylcyclobutane by the photocyclodimerization of styrene has opposing demands with regard to the styrene concentration: the first dimerization step with a short-lived active species needs high concentration of styrene, whereas the second cyclization step requires dilute conditions to avoid intermolecular side reactions. In order to overcome this monomer concentration effect by constraining the reactants into a single molecule, ..cap alpha..,omega-bis(vinylaryl)alkanes were treated under photoirradiation, which successfully afforded cyclophanes having cis disubstituted cyclobutane ring(s). The results are summarized.