Direct synthesis of trifluoromethyl decorated diphenylphosphites. Unusual non-bonded structural features in bis-[(2-trifluoromethyl)phenylphosphite: [2-(CF₃)C₆H₄]₂P(O)H]

Article type: Research Article

Authors: Pailloux, Sylvie | Duesler, Eileen N. | Smith, Karen Ann | Paine, Robert T. | Klaehn, John R. | McIlwain, Michael E.

Affiliations: Department of Chemistry, University of New Mexico, Albuquerque, NM 87131, USA | Idaho National Laboratory, P.O. Box 1625, Idaho Falls, ID 83415, USA

Note: [] Corresponding author. Email: [email protected]

Abstract: A direct, Grignard reagent-based route for the syntheses of [2-(CF3)C6H4]2P(O)H (1) and [3,5-(CF3)2C6H3]2P(O)H (2) has been developed and the isolation and characterization of these crystalline reagents is described. The crystal structures for 1 and 2 were determined and the structure of 1 reveals unexpected close non-bonded interaction between F-atoms of one CF3 group and the back-side of the central phosphorus atom.

Keywords: trifluoromethyl group, diphenylphosphite, Grignard reagent, X-ray crystal structures, non-bonded phosphorus–fluorine interactions

DOI: 10.1080/10241220903177071

Journal: Main Group Chemistry, vol. 8, no. 3, pp. 207-220, 2009