CHIRAL 2,2'-POLYOXAALKANO-9,9'-SPIROBIFLUORENES

被引:73
作者
PRELOG, V
BEDEKOVIC, D
机构
[1] Laboratorium Für Organische Chemie, Eidgenössischen Technischen Hochschule Zürich
关键词
D O I
10.1002/hlca.19790620725
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Chiral 2,2′‐polyoxaalkano‐9,9′‐spirobifluorenes From 2,2′‐diacetyl‐9,9′‐spirobifluorene 2, twelve chiral polyethers have been prepared as potential ion‐ and enantiomer‐selective ionophores. The absolute configuration of the polyethers 15–17, 19–22, and 25 has been determined by chemical correlation with vespirenes [11] [29], by circular dichroism, and by X‐ray analysis. The circular dichroism of 15–17, 19 and 21 depends on the size of the macrocycle and indicates that the fluorene chromophores of 19 and 21 with 13‐ and 16‐membered rings respectively deviate considerably from orthogonality. Copyright © 1979 Verlag GmbH & Co. KGaA, Weinheim
引用
收藏
页码:2285 / 2302
页数:18
相关论文
共 39 条
  • [1] DETERMINATION OF THE ABSOLUTE CONFIGURATION OF OPTICALLY ACTIVE COMPOUNDS BY MEANS OF X-RAYS
    BIJVOET, JM
    PEERDEMAN, AF
    VANBOMMEL, AJ
    [J]. NATURE, 1951, 168 (4268) : 271 - 272
  • [2] BONDON K, 1946, J CHEM SOC, P39
  • [3] CERNY M, 1969, COLLECT CZECH CHEM C, V34, P1025
  • [4] CERNY M, 1971, COLLECT CZECH CHEM C, V36, P2394
  • [5] Spiran with four aromatic radicals on the spiro carbon atom
    Clarkson, RG
    Gomberg, M
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1930, 52 : 2881 - 2891
  • [6] COOK FL, 1974, TETRAHEDRON LETT, P4029
  • [7] HOST-GUEST CHEMISTRY
    CRAM, DJ
    CRAM, JM
    [J]. SCIENCE, 1974, 183 (4127) : 803 - 809
  • [8] CHIRAL RECOGNITION IN COMPLEXATION OF GUESTS BY DESIGNED HOST MOLECULES
    CRAM, DJ
    HELGESON, RC
    SOUSA, LR
    TIMKO, JM
    NEWCOMB, M
    MOREAU, P
    DEJONG, F
    GOKEL, GW
    HOFFMAN, DH
    DOMEIER, LA
    PEACOCK, SC
    MADAN, K
    KAPLAN, L
    [J]. PURE AND APPLIED CHEMISTRY, 1975, 43 (3-4) : 327 - 349
  • [9] CRAM DJ, 1976, TECHNIQUES CHEM 2, V10, P815
  • [10] HYDROGENOLYSE .2. UBER DIE KATALYTISCHE HYDROGENOLYSE VON DERIVATEN DES PARA-PHENYLBENZYLAMINS
    DAHN, H
    ZOLLER, P
    [J]. HELVETICA CHIMICA ACTA, 1952, 35 (04) : 1348 - 1358