✦ LIBER ✦

Transition structure for the retroene-type elimination reaction of propene from allylamines

✍ Scribed by Leonardo Rodriguez; Wasdin Muñoz; Gonzalo Martin; Edgar Ocando-Mavarez

Publisher: John Wiley and Sons
Year: 1997
Tongue: English
Weight: 145 KB
Volume: 8
Category: Article
ISSN: 1042-7163
DOI: 10.1002/(sici)1098-1071(1997)8:1<85::aid-hc14>3.0.co;2-0

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✦ Synopsis

The transition-state geometries of retroene elimination reactions of propene from allylamines have been calculated by using the semiempirical AM1 method. The most favored geometry resembles a half chair or a flattened boat. It is also found that the transition states are of polar character and that the negative charge on the N atom decreases in the transition state; thus, the reaction is favored by electron donor substituents on the nitrogen atom, as observed experimentally.