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The Complex Roles of 4N and 4N + 2 Rings in Determining Hückel-Level Kinetic Stabilities of Even Alternant Hydrocarbons
Richard F.
Langler
Department of Chemistry, Mount Allison University, Sackville, New Brunswick E4 L 1G8, Canada. Email: rlangler@mta.ca
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Australian Journal of Chemistry 61(1) 26–35 http://dx.doi.org/10.1071/CH07217
Submitted: 26 June 2007
Accepted: 21 November 2007
Published online: 18 January 2008
Abstract
Herein, it is shown that, at the Hückel level, 4N rings may stabilize or destabilize even alternant hydrocarbons. Further, 4N + 2 rings may stabilize or destabilize even alternant hydrocarbons. Some structural engineering techniques are presented that permit rationally selected structural changes to alter expected kinetic stabilities for neutral, even alternant hydrocarbons. A related set of non-alternant hydrocarbons (pseudoalternant hydrocarbons) are described and calculated kinetic stability trends are described for them.
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