Doctoral Dissertations

Abstract

"The photochemical decomposition of diphenyldiazomethane in the presence on N-sulfinylamines leads to ketimines. By-products include tetraphenylethylene, benzophenone, thiobenzophenone, and benzophenone azine. This reaction is the first example of carbene addition to a non-carbon containing multiple bond system. Evidence indicates that the carbene adds to the N=S bond of the N-sulfinylamine to give the corresponding thiaziridine-S-oxide which spontaneously decomposes to give ketimine and SO. In the dark N-sulfinylaniline catalyzes the decomposition of diazoalkanes to carbenes. This decomposition presumably takes place through a thiatriazole-1-oxide intermediate. The carbene then reacts either with N-sulfinylaniline to form ketimine, after loss of SO, or with diazoalkane to give olefin"--Abstract, page iii.

Advisor(s)

Stoffer, James O.

Committee Member(s)

Hanna, Samir B.
Russell, Robert R.
Mayhan, Kenneth G.
McDonald, H. O. (Hector O.)

Department(s)

Chemistry

Degree Name

Ph. D. in Chemistry

Sponsor(s)

National Science Foundation (U.S.)
University of Missouri--Rolla. Department of Chemistry

Publisher

University of Missouri--Rolla

Publication Date

1970

Pagination

ix, 72 pages

Note about bibliography

Includes bibliographical references (pages 67-71).

Rights

© 1970 Harry Robert Musser, All rights reserved.

Document Type

Dissertation - Open Access

File Type

text

Language

English

Library of Congress Subject Headings

Carbenes (Methylene compounds)

Thesis Number

T 2403

Print OCLC #

6023140

Electronic OCLC #

851583321

Included in

Chemistry Commons

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