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Calhoun, Glenn Charles 2014-12-15T23:18:39Z 2014-12-15T23:18:39Z 10000-01-01 1986 1986 Part One. The Diels-Alder reactions of electron-rich alkenes and alkadienes in a photochemical electron transfer system are presented. In acetonitrile, the Diels-Alder dimerization of 1,3-cyclohexadiene (1) is shown to be the result of the reaction of the radical cation of 1. A chain mechanism and a fast rate constant for addition of the radical cation of 1 to a neutral molecule of 1 are applied to explain a similar reaction using an aminium salt catalyst. In benzene, the Diels-Alder adducts are produced via a triplex intermediate. Product and spectroscopic studies for five triplex reactions are presented. Some preliminary observations about this reaction also are discussed. Part Two. Irradiation of tri-1-naphthylboron in cyclohexene does not give evidence for the formation of 1-naphthylborene. No cis-1,2-cyclohexanediol is detected after oxidative hydrolysis and 1,1'-binaphthyl, a primary photoproduct, is observed only in low yield. These findings are in contrast to the results of Ramsey and Anjo, which were used to support formation of 1-naphthylborene. Made available in DSpace on 2014-12-15T23:18:39Z (GMT). No. of bitstreams: 1 8623266.pdf: 5169978 bytes, checksum: 357f217a912df51315c4a04daf5986f7 (MD5) Previous issue date: 1986 Embargo set by: Seth Robbins for item 70488 Lift date: Forever Reason: Restricted to the U of I community idenfinitely during batch ingest of legacy ETDs Restricted to the U of I community idenfinitely during batch ingest of legacy ETDs U of I Only 167 p. Thesis (Ph.D.)--University of Illinois at Urbana-Champaign, 1986. http://hdl.handle.net/2142/70322 (UMI)AAI8623266 Chemistry, Organic Part One: Radical Cation and Triplex Diels-Alder Reactions. Part Two: Photochemistry of Tri-1-Naphthylboron text Chemistry Chemistry University of Illinois at Urbana-Champaign Dissertation Ph.D.