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Anti-[3.3]metacyclophane quinhydrones: synthesis, charge-transfer absorption and thermal rearrangement to syn-stereoisomers

✍ Scribed by Heinz A. Staab; Annelie Döhling

Book ID: 104237730
Publisher: Elsevier Science
Year: 1979
Tongue: French
Weight: 187 KB
Volume: 20
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)86252-3

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✦ Synopsis

The synthesis of anti-[3.3]metacyclophane quinhydrones and their thermal rearrangement to c-stereoisomers are described. Charge-transfer absorptions are discussed under the aspect of different donor-acceptor orientations.

We recently reported on the synthesis of e-[3.3lmetacyclophane hydrones starting from e-6,9,15,18-tetramethoxy[3.3lmetacYcloPhane quin-1) . From the corresponding anti-tetramethoxy[3.3]metacyclophane, too, via thorough demethylation, oxidation to the bis(quinone) and catalytic hydrogenation only

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✍ Heinz A. Staab; Annelie Döhling; Claus Krieger 📂 Article 📅 1991 🏛 Elsevier Science 🌐 French ⚖ 218 KB

## SI,~HUT~U~~: AS &:ctron donor-acceptor [3.3]metacyclophanes with dicyanoquinomethane as acceptor unit in different sterical arrange~~rer~ts he syn-unti isumcrs 3 and 4 were synthesized. Charge-transfer interactions arc: tiiscussed with reference to the isomerisation of 4 to 3 and to the absorpt