Trifluoromethyl-substituted indenyl rhodium and iridium complexes are highly selective catalysts for directed hydroboration reactions

Authors
Brinkman, JA Nguyen, TT Sowa, JR
Citation
Ja. Brinkman et al., Trifluoromethyl-substituted indenyl rhodium and iridium complexes are highly selective catalysts for directed hydroboration reactions, ORG LETT, 2(7), 2000, pp. 981-983
Citations number
17
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
7
Year of publication
2000
Pages
981 - 983
Database
ISI
SICI code
1523-7060(20000406)2:7<981:TIRAIC>2.0.ZU;2-6
Abstract
[GRAPHICS] Rhodium and iridium catalysts containing trifluoromethyl-substituted indeny l ligands (Ind'MCod, Ind' = C9H7, (1-CF3)C9H6, (2-CF3)C9H6, (1,3-CF3)(2)C9H 5) have been developed for the directed hydroboration of 4-(benzyloxy)cyclo hexene to cis-3-(benzyloxy)cyclohexanol. Compared to unsubstituted complexe s, trifluoromethyl substitution yields a 3-10% increase in selectivity whic h is attributed to the strong electron-withdrawing effect of the trifluorom ethyl group. Rhodium complexes give selectivities of 74-84%, and iridium co mplexes give high levels of selectivity (93-98%).