Metallation reactions. Part XV. Metallation of diacetylenes

Joseph Klein, James Y. Becker

Research output: Contribution to journalArticlepeer-review

30 Scopus citations

Abstract

Hexa-2,4-diyne was metallated with butyl-lithium and methyl-lithium smoothly to the trilithio-derivative by abstraction of three protons from the same carbon. Prolonged metallation with butyl-lithium led to the tetralithio-compound. A trilithio-derivative was also obtained from octa-2,4-diyne, but octa-3,5-diyne yielded a dilithio-derivative. The two triple bonds of hepta-1,6-diyne were metallated independently to give di-, tri- and tetralithio-derivatives. A 1 Hz coupling constant through seven bonds was observed in the monolithiohexadiyne.

Original languageEnglish
Pages (from-to)599-603
Number of pages5
JournalJournal of the Chemical Society. Perkin Transactions 2
Issue number5
DOIs
StatePublished - 1 Jan 1973
Externally publishedYes

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