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Tetrakis(trimethylsilyl)cyclobutadiene Dianion Alkaline Earth Metal Salts: New Members of the 6π‐Electron Aromatics Family
Author(s) -
Takanashi Kazunori,
Inatomi Akira,
Lee Vladimir Ya.,
Nakamoto Masaaki,
Ichinohe Masaaki,
Sekiguchi Akira
Publication year - 2008
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.200800066
Subject(s) - cyclobutadiene , chemistry , trimethylsilyl , alkaline earth metal , magnesium , metal , salt (chemistry) , aromaticity , alkali metal , ring (chemistry) , inorganic chemistry , crystallography , medicinal chemistry , molecule , organic chemistry
The magnesium and calcium salts of the tetrakis(trimethylsilyl)cyclobutadiene dianion, [Mg(thf) 3 ] 2+ [(Me 3 Si) 4 C 4 ] 2– ( 2a ) and [Ca(thf) n ] 2+ [(Me 3 Si) 4 C 4 ] 2– ( 2b ), were synthesized by the reduction of tetrakis(trimethylsilyl)cyclobutadiene [(Me 3 Si) 4 C 4 , 1 ] with metallic magnesium or calcium, respectively. X‐ray analysis of 2a showed a planar four‐membered ring, featuring a diagnostic η 4 ‐coordination to the magnesium atom and skeletal C–C bond lengths intermediate between those of typical C–C single and C=C double bonds. The structural and spectral features of the cyclobutadiene dianion magnesium salt 2a give evidence for its appreciable aromaticity.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)