ISSN:
0947-3440
Keywords:
Aza Diels-Alder reaction
;
Calculations, ab initio, semiempirical
;
Transition structure
;
1-Aza-1,3-butadiene
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The transition structures of the hetero-Diels-Alder reaction of (E)- and (Z)-1-aza-1,3-butadiene (8 and 11) were studied by means of ab initio (UHF/6-31+G* and RHF/6-31+G*) and semiempirical (AM1, PM3) methods. The energy surface of the title reaction was calculated with AM1/CI. Two competing reaction channels exist, a concerted and a two-step path. All methods used show a preference for the two-step mechanism in agreement with experimental observations.
Additional Material:
5 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.1995199509233