Organoselenium Chemistry I

Abstract

Softcover reprint of the hardcover 1st edition 1988 The use of registered names, trademarks, etc. in this publication does not imply, even in the absence of a specific statement, that such names are exempt from the relevant protective laws and regulations and therefore free for general use.

Utilization of Chromatographic and spectroscopic techniques to study the oxidation kinetics of selenomethionine

“…A slower reaction rate was observed in the case of Met with a rate constant of 2.9 x 10 -3 s -1 . This is expected due to the higher reactivity of the seleno-etheric moiety (CH 3 -Se) of SeMet compared with the reactivity of the thio-etheric moiety (CH 3 -S) of Met [15].…”

Oxidation of Diphenyl Diselenide with 2,3-Dichloro-5,6-dicyanobenzoquinone (DDQ). A New Method for the Electrophilic Phenylselenenylation of Alkenes under Mild Conditions

“…[1][2][3][4][5][6][7] In conclusion, the results described in the present paper indicate that the oxidation of diphenyl diselenide with DDQ represents a very simple method to produce the strongly electrophilic phenylselenenylating agent in the absence of nucleophilic counterions. Reaction conditions are very mild and allow alkenes containing other functional groups to be used as reagents.…”

“…b-Hydroxyselenides can be transformed into several valuable derivatives and are therefore considered important intermediates in organic synthesis. [1][2][3][4][5][6][7]22 It seemed therefore interesting to investigate the scope of the present method and in particular its compatibility with other functional groups present in the starting alkenes. Table 2 summarizes the results obtained from the phenylseleno hydroxylation of alkenes containing a carbonyl, a cyano, an acetylenic or an acetoxy as a second functional group.…”

“…[1][2][3][4][5][6][7] In most of the selenium promoted conversions the first step requires the introduction of a phenylseleno group into an organic molecule. Among the various methods available the most efficient and most largely used procedure consists in the reaction of an electrophilic phenylselenium reagent 2 with an alkene 1 in the presence of a nucleophile.…”

Conjugate addition of vinylic organocuprates generated via transmetalation of phenylseleno‐substituted vinylzirconates: Functionalization at the 4‐position of enones

“…1 H, 13 C, and 77 Se NMR spectra were recorded on JEOL JNM-FX-100 ( 1 H, 99.6 MHz) and JNM-GX-400 ( 1 H; 399.7 MHz, 13 C; 100.4 MHz, and 77 Se; 76.2 MHz, respectively) spectrometers. Chemical shifts were reported in ppm downfield from tetramethylsilane as an internal standard.…”