ISSN:
0894-3230
Keywords:
Organic Chemistry
;
Physical Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
,
Physics
Notes:
AM1 and 3-21G computations, on the lowest singlet state of selected π-ylides, support the earlier conclusion that π-ylides are highly polar with highly reactive side-chains. The computations also indicate that the corresponding triplet states are lower in energy and have substantially reduced polarity. Contrary to the expectations derived from Hückel calculations, AM1 and 3-21G calculations suggest that the best π-ylide structures have non-aromatic rings. The heats of isomerization contradict earlier conclusions reached using topological resonance energies. π-Ylides are expected to afford different product structures depending on the electronic state of the π-ylide involved in a given cycloaddition reaction.
Additional Material:
5 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/poc.610040907
