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Mechanistic analysis of gold(I)-catalyzed intramolecular allene hydroalkoxylation reveals an off-cycle bis(gold) vinyl species and reversible C-O bond formation.

Publication ,  Journal Article
Brown, TJ; Weber, D; Gagné, MR; Widenhoefer, RA
Published in: Journal of the American Chemical Society
June 2012

Mechanistic investigation of gold(I)-catalyzed intramolecular allene hydroalkoxylation established a mechanism involving rapid and reversible C-O bond formation followed by turnover-limiting protodeauration from a mono(gold) vinyl complex. This on-cycle pathway competes with catalyst aggregation and formation of an off-cycle bis(gold) vinyl complex.

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Published In

Journal of the American Chemical Society

DOI

EISSN

1520-5126

ISSN

0002-7863

Publication Date

June 2012

Volume

134

Issue

22

Start / End Page

9134 / 9137

Related Subject Headings

  • Sorbic Acid
  • Molecular Structure
  • Models, Molecular
  • Gold
  • General Chemistry
  • Furans
  • Catalysis
  • 40 Engineering
  • 34 Chemical sciences
  • 03 Chemical Sciences
 

Citation

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ICMJE
MLA
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Brown, T. J., Weber, D., Gagné, M. R., & Widenhoefer, R. A. (2012). Mechanistic analysis of gold(I)-catalyzed intramolecular allene hydroalkoxylation reveals an off-cycle bis(gold) vinyl species and reversible C-O bond formation. Journal of the American Chemical Society, 134(22), 9134–9137. https://doi.org/10.1021/ja303844h
Brown, Timothy J., Dieter Weber, Michel R. Gagné, and Ross A. Widenhoefer. “Mechanistic analysis of gold(I)-catalyzed intramolecular allene hydroalkoxylation reveals an off-cycle bis(gold) vinyl species and reversible C-O bond formation.Journal of the American Chemical Society 134, no. 22 (June 2012): 9134–37. https://doi.org/10.1021/ja303844h.
Brown TJ, Weber D, Gagné MR, Widenhoefer RA. Mechanistic analysis of gold(I)-catalyzed intramolecular allene hydroalkoxylation reveals an off-cycle bis(gold) vinyl species and reversible C-O bond formation. Journal of the American Chemical Society. 2012 Jun;134(22):9134–7.
Brown, Timothy J., et al. “Mechanistic analysis of gold(I)-catalyzed intramolecular allene hydroalkoxylation reveals an off-cycle bis(gold) vinyl species and reversible C-O bond formation.Journal of the American Chemical Society, vol. 134, no. 22, June 2012, pp. 9134–37. Epmc, doi:10.1021/ja303844h.
Brown TJ, Weber D, Gagné MR, Widenhoefer RA. Mechanistic analysis of gold(I)-catalyzed intramolecular allene hydroalkoxylation reveals an off-cycle bis(gold) vinyl species and reversible C-O bond formation. Journal of the American Chemical Society. 2012 Jun;134(22):9134–9137.
Journal cover image

Published In

Journal of the American Chemical Society

DOI

EISSN

1520-5126

ISSN

0002-7863

Publication Date

June 2012

Volume

134

Issue

22

Start / End Page

9134 / 9137

Related Subject Headings

  • Sorbic Acid
  • Molecular Structure
  • Models, Molecular
  • Gold
  • General Chemistry
  • Furans
  • Catalysis
  • 40 Engineering
  • 34 Chemical sciences
  • 03 Chemical Sciences