We found a match
Your institution may have access to this item. Find your institution then sign in to continue.
- Title
The Reactivities of Iminoboranes with Carbenes: BN Isosteres of Carbene-Alkyne Adducts.
- Authors
Braunschweig, Holger; Ewing, William C.; Geetharani, K.; Schäfer, Marius
- Abstract
The first examples of adducts of cyclic alkyl(amino) carbenes (CAAC) and N-heterocyclic carbenes (NHCs) with iminoboranes have been synthesized and isolated at low temperature (−45 °C). The adducts show short BN bonds and planarity at boron, mimicking the structures of the isoelectronic imine functionality. When di- tert-butyliminoborane was reacted with 1,3-bis(isopropyl)imidazol-2-ylidene (IPr), the initially formed Lewis acid-base adduct quickly rearranged to form a new carbene substituted with an aminoborane at the 4-position. Warming the iminoborane-CAAC adduct to room temperature resulted in an intramolecular cyclization to give a bicyclic 1,2-azaborilidine compound.
- Subjects
CHEMICAL adducts; IMINO compounds; HETEROCYCLIC compounds; LEWIS pairs (Chemistry); BORANE derivatives; CARBENES; RING formation (Chemistry); REARRANGEMENTS (Chemistry)
- Publication
Angewandte Chemie International Edition, 2015, Vol 54, Issue 5, p1662
- ISSN
1433-7851
- Publication type
Article
- DOI
10.1002/anie.201409699