|
Z. Naturforsch. 2013,
68b, 453 – 457
doi:10.5560/ZNB.2013-2342
N-Heterocyclic Carbene-facilated Condensation of 3-Methylphenylboronic Acid to the Boroxine
1 School of Chemical Engineering and Environment, Beijing Institute of Technology, 100081 Beijing, P. R. China
2 Institut für Anorganische Chemie der Georg-August-Universität Göttingen, Tammannstrasse 4, D-37077 Göttingen, Germany
Reprint requests to Dr. Zhi Yang. E-mail:
zhiyang@bit.edu.cn or Professor Herbert W. Roesky. Fax: (+49) 551-39-3373.
hroesky@gwdg.de
Received December 27, 2012 / published online Juli 2, 2013
Dedicated to Professor Heinrich Nöth on the occasion of his 85th birthday
The adduct of (3-MeC6H4)3B3O3 with an N-heterocyclic carbene (NHC = 1,3-diethyl-4,5-dimethylimidazol-2-ylidene) was prepared by reacting 2.5 equiv. of 3-methylphenylboronic acid with 1 equiv. of the NHC. This reaction shows a novel carbene-facilitated condensation of substituted phenylboronic acid monomers. The structure of the compound (3-MeC6H4)3B3O3(NHC) (1) has been characterized by 1H NMR spectroscopy, elemental analysis, and single-crystal X-ray diffraction studies.
Key words: Carbene, Boroxine, Adduct