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Photochemical studies—XXI : Dimers of 3,4-(o,o'-biphenylene)cyclopentadienones: Thermal and photochemical behaviour

✍ Scribed by Benzion Fuchs; Mordechai Pasternak

Book ID: 104204506
Publisher: Elsevier Science
Year: 1981
Tongue: French
Weight: 588 KB
Volume: 37
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(01)88909-2

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✦ Synopsis

A&ISCI-The I,(dimethyl-. 1.2.~trimethyl and 12.4.7-letramelhyl subslilultd 3.4o.o'~bipbcnykne) cycbpcntodienoncdimcrs ((14 were prepared and found IO undergo phobchcmically or fkrr~//y a 1.3.reananfcmcnl IO [he ccntrosymmetrical diketons (II). Only the tetnmethyl derivative ((r) undergoes al room lempcnlure a hsl. depncrale [X3] Cope reamngemenl wilh AC;,, = Il.4 kcrl md. ' AII these dimers and rearrangement products appear aof IO dissociate IO their monomers. Inn react with dienophilcs IO give the adducts (12, 13). A slcpwiw mechanism involving diradicll inlermcdialcs (19) is invoked. The "mixed dimcr" (II) was also prepared and studied. The stcric and ckclronic cfftc~s determining OK behavtiur of these compounds are discussed.

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