Synthesis p. 1090 - 1092 (1992)
Update date:2022-08-24
Topics:
Olah
Wang
The aluminum chloride induced carbonylation, Ritter reaction, and cyanation of adamantane in dichloromethane (chloroform) are reported. The mechanism of the reactions is discussed involving initial hydride abstraction from adamantane by ClCH2(δ+)Cl → (δ-)AlCl3 or Cl2CH(δ+)Cl → (δ-)AlCl3 complexes (indicated by formation of chloromethane or dichloromethane) and subsequent reaction of the 1-adamantyl cation with carbon monoxide, nitriles or cyanotrimethylsilane.
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