Diverging effects of steric congestion on the reaction of tributylstannyl radicals with areneselenols and aryl bromides and their mechanistic implications

…, JT Hwang, S Gastaldi, F Recupero…

文献索引：Crich, David; Hwang, Jae-Taeg; Gastaldi, Stephane; Recupero, Francesco; Wink, Donald J. Journal of Organic Chemistry, 1999 , vol. 64, # 8 p. 2877 - 2882

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被引用次数: 19

摘要

The effects of bulky ortho, ortho'groups on the reactions of aryl bromides and areneselenols with tributylstannane have been studied. Bulky ortho, ortho'groups accelerate the reaction of the bromides with the stannane but retard the reactions of the selenols. On the other hand, ab initio and force field calculations show that introducing bulky ortho substituents into selenols causes a greater increase in strain than in the corresponding bromides. Two ...