Effective, selective hydroalkoxylation/cyclization of alkynyl and allenyl alcohols mediated by lanthanide catalysts

Xianghua Yu, SungYong Seo, Tobin J Marks

Research output: Contribution to journalArticle

127 Citations (Scopus)

Abstract

Catalytic hydroalkoxylation/cyclization reactions of alkynyl and allenyl alcohols are efficiently mediated by homoleptic lanthanide amides Ln[N(SiMe3)2]3 (Ln = La, Nd, Sm, Y, and Lu). Conversions are found to be highly selective with products distinctly different from those produced by conventional transition metal catalysts. Turnover frequencies as high as 18.0 h-1 at 60 °C are observed. Kinetic studies indicate that these transformations are zero-order in [substrate] and first-order in [catalyst]. Catalytic cycles are proposed in which insertion of C-C unsaturation into a Ln-O bond is turnover-limiting.

Original languageEnglish
Pages (from-to)7244-7245
Number of pages2
JournalJournal of the American Chemical Society
Volume129
Issue number23
DOIs
Publication statusPublished - Jun 13 2007

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Lanthanoid Series Elements
Cyclization
Rare earth elements
Amides
Alcohols
Metals
Catalysts
Transition metals
Kinetics
Substrates

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Effective, selective hydroalkoxylation/cyclization of alkynyl and allenyl alcohols mediated by lanthanide catalysts. / Yu, Xianghua; Seo, SungYong; Marks, Tobin J.

In: Journal of the American Chemical Society, Vol. 129, No. 23, 13.06.2007, p. 7244-7245.

Research output: Contribution to journalArticle

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