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Brinkman JA, Nguyen TT, Sowa JR. Trifluoromethyl-substituted indenyl rhodium and iridium complexes are highly selective catalysts for directed hydroboration reactions. Org Lett. 2000;2(7):981-3doi: 10.1021/ol005653z.
Brinkman, J. A., Nguyen, T. T., & Sowa, J. R. (2000). Trifluoromethyl-substituted indenyl rhodium and iridium complexes are highly selective catalysts for directed hydroboration reactions. Organic letters, 2(7), 981-3. https://doi.org/10.1021/ol005653z
Brinkman, et al. "Trifluoromethyl-substituted indenyl rhodium and iridium complexes are highly selective catalysts for directed hydroboration reactions." Organic letters vol. 2,7 (2000): 981-3. doi: https://doi.org/10.1021/ol005653z
Brinkman JA, Nguyen TT, Sowa JR. Trifluoromethyl-substituted indenyl rhodium and iridium complexes are highly selective catalysts for directed hydroboration reactions. Org Lett. 2000 Apr 06;2(7):981-3. doi: 10.1021/ol005653z. PMID: 10768202.
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Org Lett. 2000 Apr 06;2(7):981-3. doi: 10.1021/ol005653z.

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

Organic letters

Brinkman, Nguyen, Sowa

Affiliations

  1. Department of Chemistry, Seton Hall University, South Orange, New Jersey 07079, USA.

PMID: 10768202 DOI: 10.1021/ol005653z

Abstract

Rhodium and iridium catalysts containing trifluoromethyl-substituted indenyl ligands (Ind'MCod, Ind' = C9H7, (1-CF3)C9H6, (2-CF3)C9H6, (1,3-CF3)2C9H5) have been developed for the directed hydroboration of 4-(benzyloxy)cyclohexene to cis-3-(benzyloxy)cyclohexanol. Compared to unsubstituted complexes, trifluoromethyl substitution yields a 3-10% increase in selectivity which is attributed to the strong electron-withdrawing effect of the trifluoromethyl group. Rhodium complexes give selectivities of 74-84%, and iridium complexes give high levels of selectivity (93-98%).

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