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Updated: Jul 30, 2025

Preparation and Use of Carbonyl-decorated Carbenes in the Activation of White Phosphorus
Published on: October 3, 2014
Structural and conformational analysis of a biaryl phosphine integrating a calix[4]arene cavity. Can the phosphorus
Christophe Gourlaouen1, Fethi Elaieb2, Eric Brenner2
1Laboratoire de Chimie Quantique, Institut de Chimie, UMR 7177 CNRS-Université de Strasbourg, 4 rue Blaise Pascal, 67070 Strasbourg Cedex, France.
Abstract:
The conformational preference of a cavity-based biaryl phosphine, namely 5-(2-diphenylphosphinyl-phenyl)-25,26,27,28-tetrapropyloxycalix[4]arene (L) has been investigated by density functional theory calculations. The analysis showed that the barrier to rotation about the C-C axle of the biaryl unit is only 10.7 kcal mol-1, this rendering possible access to conformers of two types, those in which the P lone pair sits at the cavity entrance and points to the calixarene interior, others with a more open structure where the P atom is located outside the cavity. As revealed by a single crystal X-ray diffraction study, the biaryl phosphine appears virtually as an atropisomer in the solid state in which the phosphorus atom lies totally out of the cavity defined by the four phenoxy rings.
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