Competitive Chemisorption between Pairs of Cinchona Alkaloids and Related Compounds from Solution onto Platinum Surfaces

Zhen Ma and Francisco Zaera*
Department of Chemistry, University of California, Riverside, California 92521
J. Am. Chem. Soc., 2006, 128 (51), pp 16414–16415
DOI: 10.1021/ja0659323
Publication Date (Web): December 9, 2006
Copyright © 2006 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, zaera@ucr.edu

Abstract

Abstract Image

Quinoline-derived compounds exhibit the following relative chemisorption strengths from CCl4 solutions onto platinum surfaces, as determined by in-situ infrared spectroscopy:  quinine, quinidine > cinchonidine > cinchonine > 6-methoxyquinoline > lepidine > quinoline. This sequence explains nonlinear enantioselectivity effects with cinchona chiral modifiers in hydrogenation catalysis.

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History

  • Published In Issue December 27, 2006
  • Received August 15, 2006

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