Stereochemistry of Dehydrogenation of 1,4,-Cyclohexadiene with 2,3-Dichloro-5,6-dicyano-<i>p</i>-benzoquinone

Muller, Paul; Joly, Daniel; Mermoud, François

doi:10.1002/hlca.19840670113

Scientific article

English

Stereochemistry of Dehydrogenation of 1,4,-Cyclohexadiene with 2,3-Dichloro-5,6-dicyano-p-benzoquinone

ContributorsMuller, Paul; Joly, Daniel; Mermoud, François

Published inHelvetica chimica acta, vol. 67, no. 1, p. 105-112

Publication date1984-02-01

First online date2004-10-25

Abstract

cis- and trans-(3,6-D₂)-1,4-cyclohexadienes 1a and 1b have been synthesized from cis-3,4-dichlorocyclobutene (5). Aromatization to benzene with DDQ is cis-stereospecific with an uncertainty of 5%. This result is discussed in relation to concerted or stepwise mechanisms for aromatization of 1,4-dihydroaromatics with 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ).

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Citation (ISO format)

MULLER, Paul, JOLY, Daniel, MERMOUD, François. Stereochemistry of Dehydrogenation of 1,4,-Cyclohexadiene with 2,3-Dichloro-5,6-dicyano-p-benzoquinone. In: Helvetica chimica acta, 1984, vol. 67, n° 1, p. 105–112. doi: 10.1002/hlca.19840670113

Article (Published version)

Identifiers

PID : unige:167932
DOI : 10.1002/hlca.19840670113

Additional URL for this publicationhttps://onlinelibrary.wiley.com/doi/10.1002/hlca.19840670113

Journal ISSN0018-019X

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Stereochemistry of Dehydrogenation of 1,4,-Cyclohexadiene with 2,3-Dichloro-5,6-dicyano-p-benzoquinone

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