Diastereoselective formation of complexed methylenediphosphiranes
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Publication date
2008
Authors
Jansen, Helen
Rosenthal, A.J.
Slootweg, J.C.
Ehlers, A.W.
Lutz, Martin
Spek, Anthony Louis
Lammertsma, K.
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Abstract
Stable syn-substituted methylenediphosphirane complexes are obtained from the reaction of transient, electrophilic phosphinidenes [R-PdW(CO)5] (R ) Me, Ph), thermally generated from the corresponding benzophosphepines, with 1-phosphaallene. A DFT analysis at the B3PW91/6-31G(d) level of theory reveals that the high diastereoselectivity of this reaction results from the preferred negative activation energy for syn cyclization of the P,P-ylide intermediates.
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Jansen, H, Rosenthal, A J, Slootweg, J C, Ehlers, A W, Lutz, M, Spek, A L & Lammertsma, K 2008, 'Diastereoselective formation of complexed methylenediphosphiranes', Organometallics, vol. 27, pp. 2868-2872.