The Tetracyanopyridinide Dimer Dianion, σ-[TCNPy]2 (2.)

Jingjun Hao; Arnold L Rheingold; Marzieh Kavand; Kipp J van Schooten; Christoph Boehme; Marçal Capdevila-Cortada; Juan J Novoa; Eva Wöss; Günther Knör; Joel S Miller

doi:10.1002/chem.201603071

The Tetracyanopyridinide Dimer Dianion, σ-[TCNPy]2 (2.)

Chemistry. 2016 Aug 22;22(35):12312-5. doi: 10.1002/chem.201603071. Epub 2016 Jul 28.

Authors

Affiliations

¹ Material Research Science and Engineering Center, Department of Chemistry, University of Utah, Salt Lake City, UT, 84112-0850, USA.
² Department of Chemistry and Biochemistry, University of California San Diego, La Jolla, CA, 92093-0358, USA.
³ Material Research Science and Engineering Center, Department of Physics and Astronomy, University of Utah, Salt Lake City, UT, 84112-0830, USA.
⁴ Departament de Química Física and IQTCUB Facultat de Química, Universitat de Barcelona, 08028, Barcelona, Spain.
⁵ Institute of Inorganic Chemistry, Johannes Kepler University Linz, Altenbergerstrasse 69, 4040, Linz, Austria.
⁶ Material Research Science and Engineering Center, Department of Chemistry, University of Utah, Salt Lake City, UT, 84112-0850, USA. jsmiller@chem.utah.edu.

PMID: 27465486
DOI: 10.1002/chem.201603071

Abstract

The reaction of 2,3,5,6-tetracyanopyridine (TCNPy) and Cr(C6 H6 )2 forms diamagnetic σ-[TCNPy]2 (2-) possessing a 1.572(3) Å intrafragment sp(3) -sp(3) bond. This is in contrast to the structurally related 1,2,4,5-tetracyanobenzene and 1,2,4,5-tetracyanopyrazine that form π-dimer dianions possessing long, multicenter bonds.

Keywords: bonding; crystal structure; cyanides; cyanocarbon; radical ions.