Metal complexes as models for vitamin B₆ catalysis
Name
1393108313-MIT.pdf
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12.22 MB
Format
Adobe PDF
Checksum (MD5)
989cc398844e40d9f3125934ba0291bc
Author(s)
Weinstein, Georgia Nan.
Advisor(s)
Sanford Miller.
Date Issued
1972
Publisher
Massachusetts Institute of Technology
Abstract
Chapter I. Historical introduction to Vitamin B₆ Complexes. Chapter II. The aldimine complexes N(Salicylidene)glycinato and valinatozinc(II), N,~pyridoxylidene)valinatocopper(II) monohydrate and N-(3-Hydroxypyridyl-2-methylene)valinatocopper( II) hemihydrate have been prepared from L̳-valine. Synthetic methods and characterization data are given. Also prepared were the bis-chelate amino acid ester complexes, Bis[N- (2-ethoxycarbonyl-l-propyl)salicylaldiminato]copper(II) and Bis[N-(3-ethoxycarbonyl-2-propyl)salicylaldiminato]copper(II). The inertness of these two complexes to H-D exchange contrasts with the ready exchange in the absence of base of the complexes derived from a-amino acids. This result shows that facile exchange and racemization properties of Bis[N-(alkoxycarbonylalkyl)salicylaldimino] metal(II) complexes derive principally from the direct attachment of the electron-withdrawing HC=NM and COOC₂H₅ groups to the asymmetric center. The base-catalyzed racemization rates of four copper(II)-aldimine complexes in 95% ethanol at 50° were found to increase in the order N-Salicylidene-L̳-valinatocopper( II), Cu(sal-L̳-val) << N-Pyridoxylidene-L̳-valinatocopper(II)
Description
Thesis: M.S., Massachusetts Institute of Technology, Department of Nutrition and Food Science, 1972
Cataloged from the official PDF version of thesis. Vita.
Includes bibliographical references (pages 58-62).
Subjects
Nutrition and Food Science.
MIT Department
Massachusetts Institute of Technology. Department of Nutrition and Food Science
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