Synthesis and carbon-13 NMR analysis of some organoselenium compounds

Abstract Carbon-13 chemical shift assignments are reported for a series of 10 organoselenium compounds of the type PhSeL. In the course of this study, hydroalumination and bromination of alkynylselenium compounds was performed for the first time, and compared with the rate of hydroalumination and bromination of the corresponding alkynylsilane. The phenyl carbon shifts reflect ground state electron density changes. The selenium atom transmits electronic effects when the selenium atom acts as a link or bridge between two conjugative groups. For alkynylphenyl selenide, a polarization of charge within the triple bond occurs.