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I. Carbonion- and Free Radical-Type Rearrangements in Homoallylic Systems. II. Nuclear Magnetic Resonance in Cyclopropanes

Citation

Howden, Merlin E. H. (1962) I. Carbonion- and Free Radical-Type Rearrangements in Homoallylic Systems. II. Nuclear Magnetic Resonance in Cyclopropanes. Dissertation (Ph.D.), California Institute of Technology. doi:10.7907/J9CT-A176. https://resolver.caltech.edu/CaltechTHESIS:08162011-081910216

Abstract

I. A study was made of the Grignard and free-radical reactions of vinyl-and phenyl-substituted allyl-carbinyl derivatives. Cyclopropylcarbinyl products were obtained in both types of reactions for the ([...]-vinylallyl)-carbinyl and ([...], [...]-diphenylallyl)-carbinyl systems, and evidence was obtained bearing on the intermediates involved in some of these rearrangements.

II. Analysis of the nuclear magnetic resonance spectra of a number of cyclopropanes yielded data in the form of spin-spin coupling constants and chemical shifts. This information was correlated with existing theories on molecular structure and on the electronic structure of cyclopropanes. The chemical shifts for several cyclopropane hydrocarbons were interpreted in part in terms of a cyclopropane ring current effect.

Item Type:Thesis (Dissertation (Ph.D.))
Subject Keywords:(Chemistry and Physics)
Degree Grantor:California Institute of Technology
Division:Chemistry and Chemical Engineering
Major Option:Chemistry
Minor Option:Physics
Thesis Availability:Public (worldwide access)
Research Advisor(s):
  • Roberts, John D.
Thesis Committee:
  • Unknown, Unknown
Defense Date:1 January 1962
Record Number:CaltechTHESIS:08162011-081910216
Persistent URL:https://resolver.caltech.edu/CaltechTHESIS:08162011-081910216
DOI:10.7907/J9CT-A176
Default Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:6584
Collection:CaltechTHESIS
Deposited By: Tony Diaz
Deposited On:19 Aug 2011 23:47
Last Modified:30 Nov 2023 00:38

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