Finding the proton in a key intermediate of anti-Markovnikov alkyne hydration by a bifunctional catalyst

J Am Chem Soc. 2008 Aug 20;130(33):10860-1. doi: 10.1021/ja803106z. Epub 2008 Jul 24.

Abstract

The secondary structure of a bifunctional catalyst positions a crucial reactive proton in the final intermediate of anti-Markovnikov alkyne hydration to give an aldehyde. NMR coupling and isotopic labeling studies elucidate the location of this proton and its involvement in hydrogen bonding.

Publication types

  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Aldehydes / chemical synthesis*
  • Aldehydes / chemistry
  • Alkynes / chemistry*
  • Catalysis
  • Hydrogen Bonding
  • Molecular Structure
  • Organometallic Compounds / chemical synthesis
  • Organometallic Compounds / chemistry*
  • Protons*
  • Ruthenium / chemistry*
  • Water / chemistry*

Substances

  • Aldehydes
  • Alkynes
  • Organometallic Compounds
  • Protons
  • Water
  • Ruthenium