The photodecomposition of t-butyl bicyclo [7.1.0] decane-2-percarboxylate Public Deposited

http://ir.library.oregonstate.edu/concern/graduate_thesis_or_dissertations/qj72pc31j

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  • This paper describes the synthesis of t-butyl bicyclo[7.1.0] decane-2-percarboxylate and its photolytic decomposition. The title compound was found to undergo simple homolytic cleavage when exposed to light of 2537 A; producing the cyclodecyl radical, carbon dioxide, and t-butoxy radical. The largest percentage of products arose from an intimate radical pair in a solvent cage. One product was postulated from a solvent separated radical pair; the remaining products from non-cage reactions. The short-lived cyclodecyl radical proceeded under thermodynamic control to give a predominance of cis olefin products rather than the expected equal ratio of cis-trans, olefins that would normally be expected from a classical free radical reaction. No evidence for a cyclopropyl carbinyl nonclassical radical was observed.
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  • description.provenance : Approved for entry into archive by Katy Davis(kdscannerosu@gmail.com) on 2014-01-27T17:28:09Z (GMT) No. of bitstreams: 1 McRitchieDonna1973.pdf: 1574225 bytes, checksum: 4d9b615afa8712ee5e1c73180ba82d06 (MD5)
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