Hydroboration with Pyridine Borane at Room Temperature

Julia M. Clay and Edwin Vedejs*

*Department of Chemistry, University of Michigan, Ann Arbor, Michigan 48109, Email: edvedumich.edu

J. M. Clay, E. Vedejs, J. Am. Chem. Soc., 2005, 127, 5766-5767.

DOI: 10.1021/ja043743j

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Abstract

Activated pyridine borane complexes (Py·BH₂X) are capable of hydroborating alkenes at room temperature. An unusual hydroboration mechanism is discussed. Hydroboration of alkynes with Py·BH₂I selectively affords the monoadducts. The preparation of synthetically useful potassium alkyltrifluoroborate salts is described.

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Key Words

hydroboration, potassium alkyltrifluoroborates. ketones

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ID: J48-Y2005-2300