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UNEXPECTED REACTION OF TRIS (TRIMETHYLSILYL) PHOSPHITE WITH A HINDERED NITRON

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UNEXPECTED REACTION OF TRIS (TRIMETHYLSILYL)

PHOSPHITE WITH A HINDERED NITRONE

Authors

Abdelhamid Zeghdaoui, Nourredine Benali-Cherif, Jean-Pierre Finet, Paul Tordo

Publication date

1994/6/1

Journal

Phosphorus, Sulfur, and Silicon and the Related Elements

Volume 91 Issue 1-4 Pages 219-227 Publisher

Taylor & Francis Group

Description

Reaction of 5,5-dimethyl-2,4-diphenylpyrroline N-oxide with tris(trimethylsilyl)phosphite gave 2,2-dimethyl-3,5-trans-diphenylpyrrolidinium orthophosphite, as the only product, in 90% yield. The absolute structure of the title compound was established by X-ray crystallography. C18H24NO3P crystallizes in the triclinic space group P1− with a = 8.806(4), b = 10.331(1), c =

11.375(5) Å, α = 65.55(6). β = 88.21(4), γ = 67.80(6), V = 866.5(4) Å3, Z = 2, d

cal = 1.28, λ Mo

Kα = 0.71069 Å. μ = 1.666 cm−1, F(000) = 356, T = 293 K. The compound presents a trans C-3,C-5 diphenylpyrrolidine structure with a dihedral angle = 91.66° between the two phenyl rings.

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