Related Experiment Video
Updated: Aug 19, 2026

Preparation and Reactivity of a Triphosphenium Bromide Salt: A Convenient and Stable Source of Phosphorus(I)
Published on: November 22, 2016
N-(Diphenylselenio)diphenylsulfimidium tetraphenylborate
Stephen M Aucott1, Sophie H Dale, Mark R J Elsegood
1Chemistry Department, Loughborough University, Loughborough, Leicestershire LE11 3TU, England.
Abstract:
The title compound, C24H20NSSe+.C24H20B-, exhibits disorder (S/Se scrambling) of the chalcogen sites within the S-N-Se triad. Similar disorder was observed in the bromide salt [Aucott, Bailey, Elsegood, Gilby, Holmes, Kelly, Papageorgiou & Pedron-Haba (2004). New J. Chem. pp. 959-966]. The S-N and Se-N bond lengths are 1.6735 (15) and 1.8045 (14) A, respectively. Whereas the chalcogens in the bromide salt are involved in S...Br and Se...Br interactions of very similar distances, the scrambled S and Se sites in the title compound are involved in distinct non-bonded interactions. The site predominantly occupied by sulfur is involved in C-H...S/Se interactions, while the site predominantly occupied by selenium is involved in Se/S...pi interactions.
More Related Videos
19:58Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions
Published on: July 30, 2017
10:42Combining Solid-state and Solution-based Techniques: Synthesis and Reactivity of Chalcogenidoplumbates(II or IV)
Published on: December 29, 2016
Related Concept Videos
Preparation and Reactions of Sulfides
VSEPR Theory and the Effect of Lone Pairs
Chirality at Nitrogen, Phosphorus, and Sulfur
A consequence of chirality is the need for enantiomeric resolution. While this is theoretically possible for all...
VSEPR Theory and the Basic Shapes
Hybridization of Atomic Orbitals I
Hybridization of Atomic Orbitals II