The Synthesis of Hexafluorosumanene and Its Congeners

被引:34
|
作者
Schmidt, Bernd M. [1 ,3 ]
Topolinski, Berit [1 ,3 ]
Higashibayashi, Shuhei [1 ]
Kojima, Tatsuhiro [2 ]
Kawano, Masaki [2 ]
Lentz, Dieter [3 ]
Sakurai, Hidehiro [1 ]
机构
[1] Inst Mol Sci, Res Ctr Mol Scale Nanosci, Okazaki, Aichi 4448787, Japan
[2] Pohang Univ Sci & Technol POSTECH, Div Adv Mat Sci, Pohang 790784, South Korea
[3] Free Univ Berlin, Inst Chem & Biochem, D-14195 Berlin, Germany
关键词
buckybowls; crystal engineering; fluorine; pi interactions; sumanene; GEM-DIFLUORO COMPOUNDS; ENANTIOSELECTIVE SYNTHESIS; SUMANENE; CORANNULENES; DERIVATIVES; BUCKYBOWL; TRIMETHYLSUMANENE; INVERSION; PACKING; BOWLS;
D O I
10.1002/chem.201204622
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Bowled over: A family of gem-difluorinated sumanenes was synthesised, including the highly symmetric hexafluorosumanene (see figure). The favourable columnar structure is maintained upon fluorination. Substitution by electron-withdrawing substituents increases the bowl depth and results in a large cathodic shift of the reduction potential. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:3282 / 3286
页数:5
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