Solid-state asymmetric reduction of (S)-1,1′-bi-2-naphthol-acetylferrocene molecular compound with sodium borohydride

被引:0
|
作者
Du, HF
Ding, KL [1 ]
Meng, JB
机构
[1] Nankai Univ, Dept Chem, Tianjin 300071, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, Lab Organometall Chem, Shanghai 200032, Peoples R China
关键词
1,1 '-bi-2-naphthol; acetylferrocene; molecular crystal; asymmetric reduction; solid-state reaction; sodium borohydride;
D O I
暂无
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel molecular crystal formed between enantiopure 1,1 ' -bi-2-naphthol and acetylferrocene has been prepared and characterized in this communication. The examination on its reduction with sodium borohydride showed that the asymmetric induction was observed in the solid state but not in the solution phase. The asymmetric induction in the solid-state reduction may be attributed to the chiral microenvironment of molecular crystal.
引用
收藏
页码:716 / 718
页数:3
相关论文
共 50 条
  • [41] ASYMMETRIC INDUCTION IN THE CYCLO-POLYMERIZATION OF DIVINYL ETHERS DERIVED FROM (R)- OR (S)-3,3'-DIMETHYL-1,1'-BI-2-NAPHTHOL
    YOKOTA, K
    KAKUCHI, T
    SASAKI, H
    OHMORI, H
    MAKROMOLEKULARE CHEMIE-MACROMOLECULAR CHEMISTRY AND PHYSICS, 1989, 190 (06): : 1269 - 1275
  • [42] THE MOLECULAR-STRUCTURE OF 1-LITHIO-2-METHOXYBENZENE IN THE SOLID-STATE AND IN SOLUTION
    HARDER, S
    BOERSMA, J
    BRANDSMA, L
    VANMIER, GPM
    KANTERS, JA
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1989, 364 (1-2) : 1 - 15
  • [43] Asymmetric Simmons-Smith cyclopropanation of E-allylic alcohols using 1,1'-bi-2-naphthol-3,3'-dicarboxamide as a chiral auxiliary
    Kitajima, H
    Aoki, Y
    Ito, K
    Katsuki, T
    CHEMISTRY LETTERS, 1995, (12) : 1113 - 1114
  • [45] STRUCTURAL CHARACTERIZATION OF 2 SOLID-STATE FORMS OF THE COMPLEX BIS[1,1'-BIS(DIPHENYLPHOSPHINO)FERROCENE] RHODIUM(I) TETRAPHENYLBORATE
    DINOTO, V
    VALLE, G
    ZARLI, B
    LONGATO, B
    PILLONI, G
    CORAIN, B
    INORGANICA CHIMICA ACTA, 1995, 233 (1-2) : 165 - 172
  • [46] A Novel Method for Large-Scale Synthesis of Lamivudine through Cocrystal Formation of Racemic Lamivudine with (S)-(-)-1,1′-Bi(2-naphthol) [(S)-(BINOL)]
    Roy, Bhairab Nath
    Singh, Girij Pal
    Srivastava, Dhananjai
    Jadhav, Harishchandra S.
    Saini, Manmeet B.
    Aher, Umesh P.
    ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2009, 13 (03) : 450 - 455
  • [47] CRYSTAL AND MOLECULAR-STRUCTURE OF 1,1'-TRIMETHYLENEBISTHYMINE (THY-C3-THY) - STUDY OF ENVIRONMENT OF A SOLID-STATE PHOTOCHEMICAL REACTION
    FRANK, JK
    PAUL, IC
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (07) : 2324 - 2332
  • [48] VERSATILITY OF THE 1,1'-BINAPHTHYL-2,2'-DICARBOXYLIC ACID HOST IN SOLID-STATE INCLUSION - CRYSTAL AND MOLECULAR-STRUCTURES OF THE DIMETHYLFORMAMIDE (1-2), DIMETHYLSULFOXIDE (1-1), AND BROMOBENZENE (1-1) CLATHRATES
    CSOREGH, I
    SJOGREN, A
    CZUGLER, M
    CSERZO, M
    WEBER, E
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1986, (04): : 507 - 513
  • [49] Visualization of molecular recognition:: A novel system based on charge-transfer complexes composed of 1,1′-bi-2-naphthol derivatives and p-benzoquinone
    Imai, Yoshitane
    Tajima, Nobuo
    Sato, Tomohiro
    Kuroda, Reiko
    ORGANIC LETTERS, 2006, 8 (14) : 2941 - 2944
  • [50] 1,1′-Bi(2-naphthol-4,5-dicarboximide)s: blue emissive axially chiral scaffolds with aggregation-enhanced emission properties
    Chen, Meng-Ting
    Zhang, Yang
    Vysotsky, Myrostav O.
    Lindner, Joachim O.
    Li, Meng-Hua
    Lin, Mei-Jin
    Wuerthner, Frank
    ORGANIC CHEMISTRY FRONTIERS, 2019, 6 (22): : 3731 - 3740