Related Experiment Video
Updated: Jun 1, 2026

Preparation and Reactivity of a Triphosphenium Bromide Salt: A Convenient and Stable Source of Phosphorus(I)
Published on: November 22, 2016
Piperidinium bis-(2-oxidobenzoato-κO,O)borate
Abstract:
The asymmetric unit of the title compound, C(5)H(12)N(+)·C(14)H(8)BO(6) (-) or [C(5)H(12)N][BO(4)(C(7)H(4)O)(2)], contains two piperidinium cations and two bis-(salicylato)borate anions. The coordination geometries around the B atoms are distorted tetra-hedral. In the two mol-ecules, the aromatic rings are oriented at dihedral angles of 76.27 (3) and 83.86 (3)°. The rings containing B atoms have twist-boat conformations, while the two cations adopt chair conformations. In the crystal, the component species are linked by N-H⋯O hydrogen bonds. In the crystal structure, intra- and inter-molecular N-H⋯O hydrogen bonds link the mol-ecules.
More Related Videos
10:51The Synthesis, Characterization and Reactivity of a Series of Ruthenium N-triphosPh Complexes
Published on: April 10, 2015
11:44Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-(phosphinetriyl)tripiperidine]}palladium Under Mild Reaction Conditions
Published on: March 20, 2014
Related Concept Videos
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.
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.
ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH3
Exceptions to the Octet Rule
Basicity of Heterocyclic Aromatic Amines