I  U  P  A  C




News & Notices

Organizations & People

Standing Committees




. . CI
. . PAC
. . Macro. Symp.

. . Books
. . Solubility Data



Links of Interest

Search the Site

Home Page


Pure Appl. Chem. Vol. 74, No. 1, pp. 43-55 (2002)

Pure and Applied Chemistry

Vol. 74, Issue 1

Organoboron compounds as mild nucleophiles in Lewis acid- and transition metal-catalyzed C­C bond-forming reactions*

Robert A. Batey, Tan D. Quach, Ming Shen, Avinash N. Thadani, David V. Smil, Sze-Wan Li, and D. Bruce MacKay

Department of Chemistry, 80 St. George Street, University of Toronto, Toronto, Ontario, M5S 3H6, Canada

Abstract: The use of air- and water-stable organoboron compounds for C­C bond-forming reactions are reported. These studies include the Lewis acid-promoted additions of boronic esters to N-acyliminium ions and allyl and crotyltrifluoroborate salts to aldehydes. Aryl and alkenyltrifluoroborate salts will add to aldehydes under the influence of rhodium catalysis or in the presence of zinc metal. These salts also participate in palladium-catalyzed Suzuki­Miyaura and other cross-coupling reactions. Finally, a new type of N-heterocyclic carbene ligand is reported and used for Pd-catalyzed Suzuki­Miyaura couplings.

*Lecture presented at the 11th IUPAC International Symposium on Organometallic Chemistry Directed Towards Organic Synthesis (OMCOS-11), Taipei, Taiwan, 22-26 July 2001. Other presentations are presented in this issue, pp.1-186.
**Corresponding author.


Page last modified 21 March 2002.
Copyright © 2002 International Union of Pure and Applied Chemistry.
Questions or comments about IUPAC, please contact, the Secretariat.
Questions regarding the website, please contact web manager.