Verkade Base in FLP Chemistry-From Stoichiometric C-H Bond Cleavage to the Catalytic Dimerization of Alkynes

Amandeep Brar, Suresh Mummadi, Daniel K. Unruh, Clemens Krempner

Research output: Contribution to journalArticlepeer-review

Abstract

Stoichiometric and catalytic reactions of terminal alkynes with various FLPs and Lewis acid-base adducts have been investigated. Reactions of phenylacetylene with FLPs composed of the Verkade base N[CH2CH2NPri]3P (1) and the Lewis acids BPh3, 9-hexyl-BBN, and 9-BBN gave [N(CH2CH2NPri)3PH][PhCC-BPh3] (2), [N(CH2CH2NPri)3PH][9-hexyl-9-PhCC-BBN] (3), and [N(CH2CH2NPri)3PH][9-PhCH=CH-9-PhCC-BBN] (4). The binuclear Lewis acid-base adduct (C6F5)3Al-N[CH2CH2NPri]3P-Al(C6F5)3(6) effectively catalyzed the dimerization of terminal alkynes to gem-1,3-enynes.

Original languageEnglish
Pages (from-to)4307-4311
Number of pages5
JournalOrganometallics
Volume39
Issue number23
DOIs
StatePublished - Dec 14 2020

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