The Structure of the Trimethylenemethane Dianion and the Question of Y‐Aromaticity

Alberto Gobbi, Preston J. MacDougall, Gernot Frenking

Research output: Contribution to journalArticlepeer-review

40 Scopus citations

Abstract

Neither delocalization nor “Y‐aromaticity” explains the stability of the trimethylenemethane dianion 1, but rather the optimal separation of the lone pairs on the terminal C atoms. This was shown by quantum‐chemical calculations, according to which the planar form of 1 (1a) corresponds to a higher‐order saddle point, whereas the lower‐energy structure 1 b displays strongly pyramidalized CH2 groups and only two of the three lone pairs are situated on the same side of the molecular plane. (Figure Presented.)

Original languageEnglish
Pages (from-to)1001-1003
Number of pages3
JournalAngewandte Chemie - International Edition
Volume30
Issue number8
DOIs
StatePublished - Aug 1991
Externally publishedYes

Fingerprint

Dive into the research topics of 'The Structure of the Trimethylenemethane Dianion and the Question of Y‐Aromaticity'. Together they form a unique fingerprint.

Cite this