The photochemistry of iodo, methyl and thiomethyl substituted aryl azides in toluene solution and frozen polycrystals.
The photochemistry of iodo, methyl and thiomethyl substituted aryl azides in toluene solution and frozen polycrystals.
复制标题
甲苯溶液和冷冻多晶中碘、甲基和硫甲基取代的芳基叠氮化物的光化学。
DOI：
10.1111/j.1751-1097.1991.tb02024.x
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发表时间：
1991
影响因子：
3.3
通讯作者：
Kawada,K
中科院分区：
文献类型：
--
作者：
Leyva,E;Chang,DH;Platz,MS;Watt,DS;Crocker,PJ;Kawada,K
帕拉甲基和帕拉硫甲基苯基叠氮在77 K下的光解产生相应的三重态氮烯，其可以通过电子顺磁共振（EPR）光谱检测到。这些叠氮化物在77 K下在冷冻甲苯中的光解导致氮宾以适度的产率插入到基质的苄基C-H键中。碘化芳基叠氮化物在这些条件下的光解不产生可以通过EPR光谱检测到的三重态氮烯。与帕拉甲基和帕拉硫代甲基取代的苯基氮烯相反，碘取代的苯基氮烯与甲苯的光诱导偶联以非常低的产率进行。
The photolysis of para‐methyl and para‐thiomethylphenylazide at 77 K produces the corresponding triplet nitrenes which can be detected by electron paramagnetic resonance (EPR) spectroscopy. Photolysis of these azides in frozen toluene at 77 K leads to insertion of the nitrene into a benzylic C‐H bond of the matrix in modest yields. Photolysis of iodinated aryl azides under these conditions does not produce triplet nitrenes that can be detected by EPR spectroscopy. In contrast to the para‐methyl and para‐thiomethyl substituted phenyl nitrenes, photo‐induced cgupling of iodo‐substituted phenyl nitrenes to toluene proceeds in very poor yield.