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
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2013年 / 19卷 / 10期
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
相关论文
共 50 条
  • [31] TOTAL SYNTHESIS OF NOGALAMYCIN CONGENERS
    MATSUDA, F
    TERASHIMA, S
    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 1990, 48 (08) : 738 - 748
  • [32] SYNTHESIS OF VALGANCICLOVIR HYDROCHLORIDE CONGENERS
    Babu, K. Srihari
    Rao, M. Raghavendar
    Goverdhan, G.
    Srinivas, P.
    Reddy, P. Pratap
    Venkateswarlu, G.
    Anand, R. Vijaya
    SYNTHETIC COMMUNICATIONS, 2013, 43 (13) : 1751 - 1758
  • [33] SYNTHESIS OF NEW CONGENERS OF DIDEOXYADENOSINE
    NAIR, V
    BUENGER, GS
    SELLS, T
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1989, 197 : 38 - CARB
  • [34] Late-Stage Functionalization: Total Synthesis of Beauveamide A and Its Congeners and Their Anticancer Activities
    Saha, Sanu
    Auddy, Sourya Shankar
    Chatterjee, Akash
    Sen, Prosenjit
    Goswami, Rajib Kumar
    ORGANIC LETTERS, 2022, 24 (39) : 7113 - 7117
  • [35] Synthesis of Tamiflu and its phosphonate congeners possessing potent anti-influenza activity
    Shie, Jiun-Jie
    Fang, Jim-Min
    Wang, Shi-Yun
    Tsai, Keng-Chang
    Cheng, Yih-Shyun E.
    Yang, An-Suei
    Hsiao, Shih-Chia
    Su, Ching-Yao
    Wong, Chi-Huey
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (39) : 11892 - +
  • [36] ORGN 714-Progress toward the total synthesis of Palau'amine and its congeners
    Rasapalli, Sivappa
    Lovely, Carl
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2007, 234
  • [37] TREATMENT OF FILARIASIS - DIETHYLCARBAMAZINE AND ITS CONGENERS
    SHARMA, S
    PHARMACEUTICAL RESEARCH, 1986, 3 (02) : 75 - 80
  • [38] OFF-THE-WALL AND ITS CONGENERS
    TAMONY, P
    AMERICAN SPEECH, 1982, 57 (02) : 158 - 159
  • [39] Scarlet fever and its congeners.
    Robert, L
    LANCET, 1913, 1 : 1625 - 1625
  • [40] HYCANTHONE AND ITS CONGENERS AS BACTERIAL MUTAGENS
    COOK, TM
    GOLDMAN, CK
    JOURNAL OF BACTERIOLOGY, 1975, 122 (02) : 549 - 556
12345