クラウスベンゼン

クラウスベンゼン（英: Claus' benzene）は、化学式C₆H₆の仮説上の炭化水素であり、ベンゼンの異性体である^[1]。ベンゼンの構造がまだ論争中であった1867年にベンゼンのあり得そうな構造としてアドルフ・カール・ルートヴィヒ・クラウスによって提唱された^[2]。この分子は炭素が六角形の角に位置し、それぞれの炭素が隣合う2つの炭素と反対側の向かい合う1つの炭素と結合した構造をしている^[3]。高いひずみエネルギーにより合成は不可能である^[4]。

脚注

^ Organic Reactions And Their Mechanisms P S Kalsi 2000
^ Claus, Adolph K.L. (1867) "Theoretische Betrachtungen und deren Anwendungen zur Systematik der organischen Chemie" (Theoretical considerations and their applications to the classification scheme of organic chemistry), Berichte über die Verhandlungen der Naturforschenden Gesellschaft zu Freiburg im Breisgau (Reports of the Proceedings of the Scientific Society of Freiburg in Breisgau), 4 : 116-381. In the section Aromatischen Verbindungen (aromatic compounds), pp. 315-347, Claus presents Kekulé's hypothetical structure for benzene (p. 317), presents objections to it, presents an alternative geometry (p. 320), and concludes that his alternative is correct (p.326). See also figures on p. 354 or p. 379.
^ Warren, D. S.; Gimarc, B. M. (1992). “Valence isomers of benzene and their relationship to isomers of isoelectronic P6”. Journal of the American Chemical Society 114 (13): 5378. doi:10.1021/ja00039a058.
^ Hoffmann, R.; Hopf, H. (2008). “Learning from molecules in distress”. Angew. Chem. Int. Ed. 47 (24): 4474–4481. doi:10.1002/anie.200705775. PMID 18418829.

[1] Organic Reactions And Their Mechanisms P S Kalsi 2000

[2] Claus, Adolph K.L. (1867) "Theoretische Betrachtungen und deren Anwendungen zur Systematik der organischen Chemie" (Theoretical considerations and their applications to the classification scheme of organic chemistry), Berichte über die Verhandlungen der Naturforschenden Gesellschaft zu Freiburg im Breisgau (Reports of the Proceedings of the Scientific Society of Freiburg in Breisgau), 4 : 116-381. In the section Aromatischen Verbindungen (aromatic compounds), pp. 315-347, Claus presents Kekulé's hypothetical structure for benzene (p. 317), presents objections to it, presents an alternative geometry (p. 320), and concludes that his alternative is correct (p.326). See also figures on p. 354 or p. 379.

[3] Warren, D. S.; Gimarc, B. M. (1992). “Valence isomers of benzene and their relationship to isomers of isoelectronic P6”. Journal of the American Chemical Society 114 (13): 5378. doi:10.1021/ja00039a058.

[4] Hoffmann, R.; Hopf, H. (2008). “Learning from molecules in distress”. Angew. Chem. Int. Ed. 47 (24): 4474–4481. doi:10.1002/anie.200705775. PMID 18418829.

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