[Et4N]2[TCNE]2 (TCNE = tetracyanoethylene) - an example of an exceptionally long 2.827 Ã CC bond

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Publication Type Journal Article
School or College College of Science
Department Chemistry
Creator Miller, Joel Steven
Other Author Del Sesto, Rico E.; Sommer, Roger D.
Title [Et4N]2[TCNE]2 (TCNE = tetracyanoethylene) - an example of an exceptionally long 2.827 Ã CC bond
Date 2001
Description Interest in organic compounds exhibiting unusually long CC bonds has been the subject of several recent studies.1-3 The longest sp3-sp3 C-C single bond reported to date is 1.73 A°,1,2 whereas several [TCNE]22- (TCNE = tetracyanoethylene) dimers have been recently reported to form cation-assisted, long, two-electron (pi*-pi*) CC bonds involving four carbon atoms. These CC bonds range from 2.833 to 3.09 A°. The cations range from electrostatically bonded Tl+4 and K+5 to large, bulky, non-coordinating cations such as [Cr(C6H6)2]+,6 [Fe(C5H4)2C3H6]+,7 and [TDAE]2+ [TDAE = (Me2N)2- CC(NMe2)2].4,8 Herein we report the structure, IR and UV-Vis spectroscopic properties of [Et4N]2[TCNE]2, a new example of the [TCNE]22- dimer, which exhibits the shortest (pi*-pi*) CC bond for this family of compounds.
Type Text
Publisher Royal Society of Chemistry
Journal Title Cryst Eng Comm
Volume 47
First Page 1
Last Page 3
Subject Synthesis; Crystal; Solution
Language eng
Bibliographic Citation Del Sesto, R. E., Sommer, R. D., & Miller, J. S. (2001). [Et4N]2[TCNE]2 (TCNE = tetracyanoethylene) - an example of an exceptionally long 2.827 Ã CC bond. Cryst Eng Comm, 47, 1-3.
Rights Management (c)Royal Society of Chemistry
Format Medium application/pdf
Format Extent 122,157 bytes
Identifier ir-main,5568
ARK ark:/87278/s6wm1xqr
Setname ir_uspace
Date Created 2012-06-13
Date Modified 2012-07-13
ID 704275
Reference URL https://collections.lib.utah.edu/ark:/87278/s6wm1xqr
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