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NMR and Quantum‐Chemical Studies of Electrostatically Stabilized 1‐( N , N ‐Substituted‐aminiomethyl)spirobi(3‐oxo(2,5‐dioxa‐1‐silacyclopentan))ates (ES‐Silanates)

NMR and Quantum‐Chemical Studies of Electrostatically Stabilized 1‐( N , N... ABSTRACT 1‐(N,N‐substituted‐aminiomethyl)spirobi(3‐oxo(2,5‐dioxa‐1‐silacyclopentan))ates were investigated using NMR, X‐ray, and quantum‐chemical methods. The free activation parameters for the inversion of “ammonium‐amine nitrogen” and the chirality change at the pentacoordinated silicon were determined by dynamic NMR spectroscopy. The latter proceeds via the dissociation of SiO bonds. The results were confirmed by quantum‐chemical calculations, the experimental observation of cross‐peaks in 2D‐EXSY NMR spectra, and the spirocycle exchange reactions. Transition pathways between the different diastereomers in solution were analyzed. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Heteroatom Chemistry Wiley

NMR and Quantum‐Chemical Studies of Electrostatically Stabilized 1‐( N , N ‐Substituted‐aminiomethyl)spirobi(3‐oxo(2,5‐dioxa‐1‐silacyclopentan))ates (ES‐Silanates)

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References (27)

Publisher
Wiley
Copyright
Copyright © 2015 Wiley Periodicals, Inc.
ISSN
1042-7163
eISSN
1098-1071
DOI
10.1002/hc.21203
Publisher site
See Article on Publisher Site

Abstract

ABSTRACT 1‐(N,N‐substituted‐aminiomethyl)spirobi(3‐oxo(2,5‐dioxa‐1‐silacyclopentan))ates were investigated using NMR, X‐ray, and quantum‐chemical methods. The free activation parameters for the inversion of “ammonium‐amine nitrogen” and the chirality change at the pentacoordinated silicon were determined by dynamic NMR spectroscopy. The latter proceeds via the dissociation of SiO bonds. The results were confirmed by quantum‐chemical calculations, the experimental observation of cross‐peaks in 2D‐EXSY NMR spectra, and the spirocycle exchange reactions. Transition pathways between the different diastereomers in solution were analyzed.

Journal

Heteroatom ChemistryWiley

Published: Jan 1, 2015

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