Issue 21, 2005

Tetramethylcyclopentadienylselenium derivatives

Abstract

Bis(1,2,3,4-tetramethylcyclopentadienyl)selane (1) has been prepared by the reaction of tetramethylcyclopentadienyllithium (CptLi) with selenium bis(diethyldithiocarbamate). Treatment of CptLi with elemental selenium, followed by air oxidation, led to loss of the allylic hydrogen atom, and formation of the novel tricyclic compound 1,4,5,6,7,10,11,12-octamethyltricyclo[7.3.0.0]-2,8-diselenadodeca-3,5,9,11-tetraene (2). The sulfur analogue of 2 has been obtained by a similar procedure. The X-ray crystal structures of compounds 1 and 2 have been determined, and the molecular geometry observed for 1 has been probed using DFT calculations.

Graphical abstract: Tetramethylcyclopentadienylselenium derivatives

Supplementary files

Article information

Article type
Paper
Submitted
03 Aug 2005
Accepted
07 Sep 2005
First published
04 Oct 2005

Org. Biomol. Chem., 2005,3, 3990-3995

Tetramethylcyclopentadienylselenium derivatives

S. Ford, M. Hofmann, C. P. Morley, J. L. Roberts and M. Di Vaira, Org. Biomol. Chem., 2005, 3, 3990 DOI: 10.1039/B510981G

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