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

Sylvie Pailloux Department of Chemistry, University of New Mexico, Albuquerque, NM, 87131, USA

Eileen N. Duesler Department of Chemistry, University of New Mexico, Albuquerque, NM, 87131, USA

Karen Ann Smith Department of Chemistry, University of New Mexico, Albuquerque, NM, 87131, USA

Robert T. Paine Department of Chemistry, University of New Mexico, Albuquerque, NM, 87131, USACorrespondence[email protected]

John R. Klaehn Idaho National Laboratory, P.O. Box 1625, Idaho Falls, ID, 83415, USA

Michael E. McIlwain Idaho National Laboratory, P.O. Box 1625, Idaho Falls, ID, 83415, USA

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.

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Acknowledgements

The authors thank the US Department of Energy, Chemical Sciences, Geosciences and Biosciences Office, Office of Basic Energy Sciences (Grant DE-FG02-03ER 15419) for financial support of this work.

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

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

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