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Ab initio and semiempirical calculations of the hetero-Diels-Alder reaction of 1-aza-1,3-butadiene with ethene

✍ Scribed by Tietze, Lutz F. ;Fennen, Jens ;Geißler, Holger ;Schulz, Gerhard ;Anders, Ernst

Publisher
John Wiley and Sons
Year
1995
Tongue
English
Weight
628 KB
Volume
1995
Category
Article
ISSN
0947-3440

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✦ Synopsis

Abstract

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.

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