Reactions of Alkenediazonium Salts. Part 1. 2,2-Diethoxyethene-diazonium hexachloroantimonate: A diazonium, a carbenium or an oxonium salt?
作者:Ivanka Szele、Michal Tencer、Heinrich Zollinger
DOI:10.1002/hlca.19830660608
日期:1983.9.21
Reactions of the title compound 1 with various nucleophiles have been studied. The salt behaves like an alkylating agent towards ethers, alcohols and water forming ethyl diazoacetate (2), which reacts further with excess of the nucleophile. A solvent cage mechanism accounting for the observed products is proposed. Thermal decomposition in inert solvents leads to the alkylation of the counter-ion, i
已经研究了标题化合物1与各种亲核试剂的反应。该盐像烷基化剂一样作用于醚,醇和水,形成重氮乙酸乙酯(2),重氮乙酸乙酯与过量的亲核试剂进一步反应。提出了一种用于观察产物的溶剂笼机理。惰性溶剂中的热分解导致抗衡离子的烷基化,即形成氯乙烷;在苯甲醚中,也观察到溶剂的烷基化和氯化。