Optical Resolution of Chiral Buckybowls by Chiral HPLC

被引：40
|
作者：
Tsuruoka, Ryoji [1 ]
Higashibayashi, Shuhei [1 ]
Ishikawa, Takeharu [2 ]
Toyota, Shinji [2 ]
Sakurai, Hidehiro [1 ,3 ]
机构：
[1] Inst Mol Sci, Res Ctr Mol Scale Nanosci, Okazaki, Aichi 4448787, Japan
[2] Okayama Univ Sci, Fac Sci, Dept Chem, Kita Ku, Okayama 7000005, Japan
[3] Japan Sci & Technol Agcy, PRESTO, Tokyo 1020075, Japan
来源：
CHEMISTRY LETTERS | 2010年 / 39卷 / 06期
关键词：
TO-BOWL INVERSION; CORANNULENE; BARRIER; SUMANENE; HYDROCARBONS; ELUCIDATION; DERIVATIVES; RIM;
D O I：
10.1246/cl.2010.646
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Optical resolution of chiral buckybowls, C-3 symmetric trimethylsumanene derivatives, was achieved by chiral HPLC. Enantiomeric excess (ee) of enatioselectively prepared trimethyltris(trimethylsilyl)sumanene was determined by the chiral HPLC analysis. The enantiomers of racemic trimethylsumanenetrione were separated, and the bowl inversion energy barrier was determined by the CD spectra.
引用
收藏
页码：646 / 647
页数：2
相关论文
共 50 条
  • [21] Circular dichroism simulations of chiral buckybowls by means curvature analyses
    Bella, Giovanni
    Bruno, Giuseppe
    Santoro, Antonio
    FLATCHEM, 2023, 40
  • [22] OPTICAL RESOLUTION AND APPLICATION OF ARTIFICIAL CHIRAL COMPOUNDS
    SAIGO, K
    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 1985, 43 (12) : 1144 - 1154
  • [23] Synthesis and optical resolution of novel chiral silanols
    Mori, A
    Toriyama, F
    Kajiro, H
    Hirabayashi, K
    Nishihara, Y
    Hiyama, T
    CHEMISTRY LETTERS, 1999, (07) : 549 - 550
  • [24] CHIRAL POLYSILOXANES FOR RESOLUTION OF OPTICAL-ANTIPODES
    FRANK, H
    GRAEME, JN
    BAYER, E
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1978, 17 (05): : 363 - 365
  • [25] Measurement of optical purity for commercial naproxen by chiral HPLC
    Yu, Jeong Jae
    Lee, Won doo
    Ryoo, Jae Jeong
    ANALYTICAL SCIENCE AND TECHNOLOGY, 2011, 24 (05): : 360 - 367
  • [26] HPLC ENANTIOMETRIC RESOLUTION OF ONDANSETRON ENANTIOMERS ON CHIRAL STATIONARY PHASES
    Sun Xiao-xia
    Yan He-wei
    Wu Xue-yin
    Hu Yu
    JOURNAL OF INVESTIGATIVE MEDICINE, 2015, 63 (08) : S68 - S68
  • [27] Chiral HPLC resolution of the Wieland-Miescher ketone and derivatives
    Leonelli, F
    Garofalo, B
    Migneco, LM
    Bettolo, RM
    Colais, F
    Sinibaldi, M
    JOURNAL OF LIQUID CHROMATOGRAPHY & RELATED TECHNOLOGIES, 2003, 26 (03) : 409 - 424
  • [28] A new diamide-type chiral stationary phase for chiral resolution by normal and reversed phase HPLC
    Chen, ZL
    Fuyumuro, T
    Nakagama, T
    Uchiyama, K
    Hobo, T
    JOURNAL OF LIQUID CHROMATOGRAPHY & RELATED TECHNOLOGIES, 2003, 26 (13) : 2103 - 2117
  • [29] Chiral resolution of flurbiprofen and ketoprofen enantiomers by HPLC on a glycopeptide-type column chiral stationary phase
    Péhourcq, F
    Jarry, C
    Bannwarth, B
    BIOMEDICAL CHROMATOGRAPHY, 2001, 15 (03) : 217 - 222
  • [30] CHIRAL RESOLUTION
    ALBERTSSON, PA
    AQUEOUS TWO-PHASE SYSTEMS, 1994, 228 : 84 - 86
12345