Endocyclic P-P bond cleavage in carbaborane-substituted 1,2-diphosphetane: a new route to secondary phosphinocarbaboranes
Related Experiment Video
Updated: May 19, 2026

Preparation and Use of Carbonyl-decorated Carbenes in the Activation of White Phosphorus
Published on: October 3, 2014
Anika Kreienbrink1, Peter Lönnecke, Matthias Findeisen
1Institut für Anorganische Chemie, Universität Leipzig, Johannisallee 29, 04103 Leipzig, Germany.
Abstract:
Carbaborane-substituted 1,2-diphosphetane reacts with elemental lithium and hydrogen chloride to give exclusively secondary mono- and bis(phosphino)carbaboranes. The latter reacts with two equivalents of formaldehyde and one equivalent of aniline to give a carbaborane-substituted 1-aza-3,6-diphosphepane.
Related Concept Videos
Electrophilic 1,2- and 1,4-Addition of X2 to 1,3-Butadiene
Hybridization of Atomic Orbitals II
Aldehydes and Ketones to Alkenes: Wittig Reaction Mechanism
The reaction begins with the nucleophilic addition between a phosphorus ylide and the carbonyl compound. Due to its carbanionic character, phosphorus ylide acts as a strong nucleophile and attacks the electrophilic carbonyl group. This generates a charge-separated dipolar intermediate called betaine. The negatively charged oxygen atom and...
α-Bromination of Carboxylic Acids: Hell–Volhard–Zelinski Reaction
Carbocations
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.
