Adduct Formation,B−H Activation and Ring Expansion at Room Temperature from Reactions of HBcat with NHCs |
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| Authors: | Sabrina Würtemberger‐Pietsch Heidi Schneider Prof. Dr. Todd B. Marder Prof. Dr. Udo Radius |
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| Affiliation: | Institut für Anorganische Chemie, Julius-Maximilians-Universit?t Würzburg, Würzburg, Germany |
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| Abstract: | We report the reactions of catecholborane (HBcat; 1 ) with unsaturated and saturated NHCs as well as CAACMe. Mono‐NHC adducts of the type HBcat?NHC (NHC=nPr2Im, iPr2Im, iPr2ImMe, and Dipp2Im) were obtained by stoichiometric reactions of HBcat with the unsaturated NHCs. The reaction of CAACMe with HBcat yielded the B?H activated product CAACMe(H)Bcat via insertion of the carbine‐carbon atom into the B?H bond. The saturated NHC Dipp2SIm reacted in a 2:2 ratio yielding an NHC ring‐expanded product at room temperature forming a six‐membered ?B?C=N?C=C?N? ring via C?N bond cleavage and further migration of the hydrides from two HBcat molecules to the former carbene‐carbon atom. |
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| Keywords: | B– H bond activation catecholborane C– N bond cleavage N-heterocyclic carbene ring expansion reaction |
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