Diamines in catalysis and in biological systems.
Contributors: University of Toronto.  Dept. of Chemistry.
Published: 2007
Language: eng
Number of pages: 94
ISBN-13: 9780494274361
Description: Symmetrical and non-symmetrical 1,2-diamines (vicinal diamines) were prepared using diaza-Cope re-arrangement. It was shown that formation of resonance assisted hydrogen bonds is the thermodynamic driving force of the reaction. Symmetrical diamines were then used to prepare a series of pyridinebisimidazolines (analogs of PYBOX) in excellent yield. It was shown that preparation of non-symmetrical diamines is facilitated by initial isolation of imidazolidine intermediate whose stability is influenced by solvent effects and electronic substituent effects. Using linear Hammett correlation, it was determined that the imidazolidine form is stabilized by electron withdrawing groups (p=-0.81).
Notes: Source: Masters Abstracts International, Volume: 45-06, page: 3163.

Advisor: Jik Chin

Thesis (M.Sc.)--University of Toronto, 2007.

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