Related Experiment Video
Updated: Jun 24, 2026

Supercritical Nitrogen Processing for the Purification of Reactive Porous Materials
Published on: May 15, 2015
Hydrogen elimination in bulky calcium amidoborane complexes: isolation of a calcium borylamide complex
1Universitat Duisburg-Essen,Universitatsstrasse 5, 45117 Essen, Germany.
Abstract:
The decomposition route of N-substituted calcium amidoborane complexes depends on the steric bulk of the substituent. Relatively small substituents (R = H, Me, iPr) gave dehydrogenation to dimeric complexes with a bridging RN-BH-N(R)-BH(3)(2-) ion, whereas the larger 2,6-di-isopropylphenyl substituent resulted in formation of a complex with a borylamide anion: H(2)B(R)N(-). This product is a promising species for (catalytic) regeneration with H(2), i.e., hydrogenation to the amidoborane anion H(3)B(R)NH(-).
Related Concept Videos
Amines to Alkenes: Hofmann Elimination
Under thermal conditions, the hydroxide can abstract a proton from the β carbon; this generates an alkene with the simultaneous...
Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation
One of the convenient methods for the preparation of aldehydes and ketones is via hydration of alkynes. Hydroboration-oxidation of alkynes is an indirect hydration reaction in which an alkyne is treated with borane followed by oxidation with alkaline peroxide to form an enol that rapidly converts into an aldehyde or a ketone. Terminal alkynes form aldehydes, whereas internal alkynes give ketones as the final product.
Nucleophilic Aromatic Substitution: Elimination–Addition
Hydroboration-Oxidation of Alkenes
Regioselectivity and Stereochemistry of Hydroboration
Hydroboration proceeds in a concerted fashion with the attack of borane on the π bond, giving a cyclic four-centered transition state. The –BH2 group is bonded to the less substituted carbon and –H to the more substituted carbon. The concerted nature requires the simultaneous addition of –H and –BH2 across the same face of the alkene giving syn stereochemistry.
Elimination Reactions

