148367-32-2

Upstream product

• 34837-55-3 Phenylselenyl bromide 
• 65910-12-5 (phenylselanyl)acetylene 
• 1066-26-8 sodium acetylide 
• 124397-77-9 1,2-bis(phenylseleno)-1-chloroethylene 

Downstream Products

• 7392-13-4 (Z)-α,β-bis(phenylseleno)styrene 

Relevant academic research and scientific papers

A New Approach to the Synthesis of Symmetrical Bis(organylchalcogeno)acetylenes: Scope and Limitations

A new general method to prepare bis(organylchalcogeno)acetylenes R-Y-CC-Y-R (Y = S, Se, Te) by dehydrochlorination of the corresponding 1,2-bis(organylchalcogeno)chloroethylenes R-Y-CH=CCl-Y-R with tert-BuOK/tert-BuOH and/or KOH/DMSO is developed.Dechlorination of 1,2-bis(organylchalcogeno)-1,2-dichloroethylenes R-Y-CCl=CCl-Y-R (Y = S, Se, Te) with BuLi in ether or THF is effective only for sulfur derivatives.With Y = Se and alkyl substituents, substitution of the chlorine atom by a butyl group takes place giving rise to 5,6-bis(alkylseleno)dec-5-ene .With aryl substituents, an attack of the ArSe-group by the Bu-radical is observed leading to an aryl butyl selenide.In the case of the tellurium compound Ph-Te-CCl=CCl-Te-Ph, there is a competition between dechlorination to give Ph-Te-CC-Te-Ph, and substitution to produce the phenyl butyl telluride. - Keywords: bis(organylchalcogeno)acetylene; 1,2-bis(organylchalcogeno)chloroethylene; 1,2-bis(organochalcogeno)-1,2-dichloroethylene.

The Hydroboration-Iodination of Dialkylselenoacetylenes to Vinylic Diselenides

The hydroboration of dialkylselenoacetylenes 1, generated from alkylseleno bromides and sodium acetylide in liquid ammonia, with dicycloalkylboranes followed by iodination under basic condition produced (Z)/(E)-vinylic diselenides (2/3). The reaction proceeds with a transfer of one cycloalkyl group and smoothly to give major 2 and minor 3 in almost quantitative ratio (2:3=93:7 to 97:3). The hydroboration-iodination process provides a general method for synthesis of (Z)-vinylic diselenides containing cyclic systems.

Convenient preparation of alkynyl selenides, sulfides and tellurides from terminal alkynes and phenylchalcogenyl halides in the presence of copper(I) iodide

Alkynyl selenides, sulfides and tellurides were obtained under very mild conditions by reacting terminal alkynes with phenylchalcogenyl halides in the presence of copper iodide(I).