Events The 10th International Electronic Conference on Synthetic Organic Chemistry

Event submissions

Published

This submission belongs to the session g. Computational Chemistry of the event The 10th International Electronic Conference on Synthetic Organic Chemistry

Published date

30 Nov, 2006

Citation

Akin Azizoglu, The Effect of Benzo-annulation on Ring Opening of Cyclopropylidene to cyclic Allene: DFT Study, in Proceedings of The 10th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2006, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-10-01458

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The Effect of Benzo-annulation on Ring Opening of Cyclopropylidene to cyclic Allene: DFT Study

Akin Azizoglu ¹

1. Department of Chemistry, University of Balikesir, TR-10100 Balikesir, Turkey

Abstract

Density functional theory computations elucidated the ring opening of benzoannulated derivatives of bicycle[4.1.0]hept-7-ylidene (6). The B3LYP geometry optimizations and single-point energies employed a 6-31G (d) basis set. The ring opening barrier leading to cycloallenes, 11 and 15 is predicted to be 11.11 and 9.52 kcal/mol, respectively, which are lower than that for the ring opening of cyclopropylidene 6 (15.1 kcal/mol). This explains that 11 and 15 could be generated if Doering-Moore-Skattebol reaction is carried out for this purpose.

Keywords

cyclic allenes

cumulenes

carbenes

DFT methods

ring opening reaction

DFT Study of the Cyclization of 1,2-divinylbenzene snd Derivatives