Volume 55, Issue 2 pp. 613-617
Communication

Stabilization and Transfer of the Transient [Mes*P4] Butterfly Anion Using BPh3

Jaap E. Borger

Jaap E. Borger

Department of Chemistry and Pharmaceutical Sciences, VU University Amsterdam, De Boelelaan 1083, 1081 HV Amsterdam (The Netherlands)

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Dr. Andreas W. Ehlers

Dr. Andreas W. Ehlers

Department of Chemistry and Pharmaceutical Sciences, VU University Amsterdam, De Boelelaan 1083, 1081 HV Amsterdam (The Netherlands)

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Dr. Martin Lutz

Dr. Martin Lutz

Crystal and Structural Chemistry, Bijvoet Center for Biomolecular Research, Utrecht University, Padualaan 8, 3584 CH Utrecht (The Netherlands)

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Dr. J. Chris Slootweg

Dr. J. Chris Slootweg

Department of Chemistry and Pharmaceutical Sciences, VU University Amsterdam, De Boelelaan 1083, 1081 HV Amsterdam (The Netherlands)

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Prof. Dr. Koop Lammertsma

Corresponding Author

Prof. Dr. Koop Lammertsma

Department of Chemistry and Pharmaceutical Sciences, VU University Amsterdam, De Boelelaan 1083, 1081 HV Amsterdam (The Netherlands)

Department of Chemistry, University of Johannesburg, Auckland Park, Johannesburg, 2006 (South Africa)

Department of Chemistry and Pharmaceutical Sciences, VU University Amsterdam, De Boelelaan 1083, 1081 HV Amsterdam (The Netherlands)Search for more papers by this author
First published: 27 November 2015
Citations: 42

Graphical Abstract

Trap and transfer: The bicyclo[1.1.0]tetraphosphabutane anion (see scheme, center), generated from P4 and Mes*Li (Mes*=2,4,6-tBu3C6H2), can be trapped by BPh3 in THF. The anion can be used as an [RP4] transfer agent, reacting with neutral Lewis acids (B(C6F5)3, BH3, and W(CO)5) to afford unique singly and doubly coordinated butterfly anions and with the trityl cation to form a neutral, nonsymmetrical P4 derivative.

Abstract

The transient bicyclo[1.1.0]tetraphosphabutane anion, generated from white phosphorus (P4) and Mes*Li (Mes*=2,4,6-tBu3C6H2), can be trapped by BPh3 in THF. This Lewis acid stabilized anion can be used as an [RP4] transfer agent, reacting cleanly with neutral Lewis acids (B(C6F5)3, BH3, and W(CO)5) to afford unique singly and doubly coordinated butterfly anions, and with the trityl cation to form a neutral, nonsymmetrical, all-carbon-substituted P4 derivative. This reaction path enables a simple, stepwise functionalization of white phosphorus.

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