期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 21, 期 5, 页码 2193-2199出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201405014
关键词
amidines; carbodiimides; cyanamides; frustrated Lewis pairs; hydrogenation
资金
- NSERC of Canada
- Canada Research Chair
- Alexander von Humboldt Foundation
The reactivity of a series of carbodiimides RN=C=NR (R= tBu (1a), iPr (1b), SiMe3 (1c), and Dipp (2,6-di-iso-propylphenyl (1d)) with B(C6F5)(3) was investigated. After initial adduct formation, several distinct reaction pathways were identified. These pathways involve either isomerization of the carbodiimide to cyanamide derivatives or insertion of a carbodiimide into a B-C bond of B(C6F5)(3) to yield four-membered heterocycles. In the presence of dihydrogen, stepwise hydrogenation of the heteroallene moiety in the carbodiimides was achieved, which yielded the respective amidine-B(C6F5)(3) adducts and amidinium borate salts upon reaction with one or two equivalents of H-2, respectively.
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