An investigation was made of the hydrosilylation of 2,2,4,4-tetramethyl-1,3-cyclobutanedione with alkyl- and arylsilanes, catalysed by a variety of rhodium(I) complexes. Tle selectivity of the reduction depends strongly on the steric requirements of the silane molecules. An appropriate selection of hydrosilanes (di- and certain trialkylsilanes) provides a new selective method for the preparation of 3-hydroxy-2,2,4,4-tetramethylcyclobutanone. Diphenylsilane and amylsilane are selective in the formation of isomeric diols, diphenylsilane favouring formation of the cis-diol, and amylsilane yielding mainly the trans-diol.
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry
- Inorganic Chemistry
- Materials Chemistry