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Electrophilic addition of diselenides to alkenes: New synthesis of 1,2-bis(selenides). by Bernard Hermans; Nicole Colard; Laszlo Hevesi is a Chemistry article available to read on EtoBox.

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Dcpartmcnt oI Chcmist~. FxultCs Untwrsitatrcs N.-D. dc la Pat\. hl, rut de Bru\ellcx. B-%X1 NAMUR (Bclgtum). Ahs1roc.r: Whk the tin tctrachlondc mcdutcd addttion ol'dtmcthyldtsclcnidc to motw-and disttbstitutcd tdclins proceeds mptdly and with good yields m most 01 the caws. dtphcnyldt~lcnidc appctars to react less cl'ficicntly. Electrophilic addition of selenenyl derivatives RSeX. where X is an electronegative atom or group of atoms, to carbon-carbon double bonds is a process of fundamental importance in organoselenium chemistry, and has been thoroughly reviewed on several occasions I. On the other hand, radical additions of disulphidesz-5 and diselenidese-o have met with success in the cases of alkynes2,4,s37," and alleness, but not of alkenes2~3~h\*t0. However, thioselenation of alkenes could be carried out efftciently using mixturesto of disulphides and diselenides, or S-benzoyl phenylselenosulphidet 1 under homolytic conditions. These results, as well as our continuing interest in the Lewis acid mediated reactions of organoselenium compounds prompted us to explore the title transformation, and we report here on our first results. We have found that dimethyldiselenide activated

Who reads Electrophilic addition of diselenides to alkenes: New synthesis of 1,2-bis(selenides).?

Author

Bernard Hermans; Nicole Colard; Laszlo Hevesi

Publisher

Elsevier Science; Elsevier ; Elsevier Ltd.; Elsevier BV (ISSN 0040-4039)

Published

1992

Language

EN

Field

Chemistry (Physical Sciences)