From Hexaphenylbenzene to 1,2,3,4,5,6-Hexacyclohexylcyclohexane

被引：4

作者：

Dillenburger, Marcel ^{[1
]}

Qiu, Zijie ^{[1
]}

Ju, Cheng-Wei ^{[1
,2
]}

Mueller, Beate ^{[1
]}

Morsbach, Svenja ^{[1
]}

Schollmeyer, Dieter ^{[3
]}

Narita, Akimitsu ^{[1
]}

Muellen, Klaus ^{[1
]}

机构：

[1] Max Planck Inst Polymer Res, D-55128 Mainz, Germany

[2] Nankai Univ, Coll Chem, Tianjin 300071, Peoples R China

[3] Johannes Gutenberg Univ Mainz, Dept Chem, D-55099 Mainz, Germany

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2020年 / 142卷 / 30期

关键词：

ANIONIC-POLYMERIZATION; HYDROGENATION; STEREOCHEMISTRY; POLYPHENYLENE; CYCLOHEXANE; POLYMERS; 1,3-CYCLOHEXADIENE; DEHYDROGENATION; HYDROCARBON; GRAPHENE;

D O I：

10.1021/jacs.0c04956

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The hydrogenation of hexaphenylbenzene was studied, affording novel partially hydrogenated hexacyclohexylbenzene (HCB) as well as fully hydrogenated 1,2,3,4,5,6-hexacyclohexylcyclohexane (HCC) as an unprecedented "oligocyclohexyl" molecule. The reaction process was analyzed by mass spectrometry with atmospheric pressure chemical ionization and high-performance liquid chromatography. From a crude product mixture, two different crystals with flake- and block-shapes could be grown and analyzed by X-ray crystallography, revealing their structures as HCB and HCC. While a geared arrangement of cyclohexyl substitutes was found in HCB, two isomeric structures were identified in HCC crystal with chair and twist-boat conformations of the central cyclohexane.

引用

页码：12916 / 12920

页数：5

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