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Please use this identifier to cite or link to this item: http://hdl.handle.net/11375/6623
Title: Deuterium NMR Studies of Guest Solubilization in Liquid Crystals/Photochemistry of Cyclopropenes
Authors: Fahie, James Brian
Advisor: Leigh, William J.
Department: Chemistry
Keywords: Chemistry
Publication Date: Apr-1989
Abstract: <p>The direct solution photochemistry of 1,3,3-trimethylcyclopropene and 1-t-butyl-3,3-dimethylcyclopropene has been investigated. Primary photoproducts consisting of alkynes, allenes, and 1,3-dienes are formed from vinylcarbene intermediates, a result of cleavage of the C₁ - C₃ or C₂ - C₃ bond. Cleavage of the more substituted (C₁ - C₃) bond to yield a vinylcarbenes can account for > 80% of observed products. Most of the products are formed via 1,2- and 1,4-hydrogen migrations from the intermediate vinylcarbenes.</p> <p>Photolysis of 1,3,3-trimethylcyclopropene-1-¹³C supports the intermediacy of vinylcarbenes in product formation from singlet excited cyclopropenes. In addition, evidence which strongly suggests the importance of a second pathway for formation of alkyne products from alkylcyclopropenes has been obtained. This pathway involves the intermediacy of vinylidene, formed by 1,2-hydrogen migration/ring opening (sequential or concened) from the singlet excited-state of cyclopropene.</p>
URI: http://hdl.handle.net/11375/6623
Identifier: opendissertations/1929
2972
1353353
Appears in Collections:Open Access Dissertations and Theses

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