Conformational Studies by Dynamic NMR. 71.(1) Stereodynamics of Triisopropyl(aryl)silanes in Solution and in the Solid State

JE Anderson; D Casarini; L Lunazzi; A Mazzanti

doi:10.1021/jo991580p

Conformational Studies by Dynamic NMR. 71.(1) Stereodynamics of Triisopropyl(aryl)silanes in Solution and in the Solid State

J Org Chem. 2000 Mar 24;65(6):1729-1737. doi: 10.1021/jo991580p.

Authors

JE Anderson¹, D Casarini, L Lunazzi, A Mazzanti

Affiliation

¹ Department of Organic Chemistry "A.Mangini", University of Bologna, Risorgimento, 4, Bologna 40136, Italy.

PMID: 10814146
DOI: 10.1021/jo991580p

Abstract

A study has been carried out of the conformations of triisopropyl(aryl)silanes (i-Pr)(3)SiAr, (Ar = phenyl, 1-naphthyl, and 2-naphthyl) both as to the orientation of the three isopropyl groups and the conformation about the silicon-aromatic bonds. The report comprises dynamic NMR studies of conformational interconversions in solution and in the solid state as well as molecular mechanics calculations. The barriers for the stereomutation processes measured in the crystalline state were found significantly higher than those in solution.