Chiral crystallization of achiral organic compounds - Generation of chirality without chiral environment - (Part 2)

被引：30

作者：

Koshima, H ^{[1
]}

Matsuura, T

机构：

[1] Ehime Univ, Fac Engn, Dept Appl Chem, Matsuyama, Ehime 7908577, Japan

[2] Kyoto Univ, Saikyou Ku, Kyoto 6158195, Japan

来源：

JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN | 1998年 / 56卷 / 06期

关键词：

chiral crystallization; achiral molecules; X-ray crystallographic analysis; chiral space groups; generation of chirality; two-component molecular crystals; absolute asymmetric synthesis;

D O I：

10.5059/yukigoseikyokaishi.56.466

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Chiral crystallization of optically inactive (achiral) compounds such as benzophenone, phenol, phenanthrene, etc, has not been a commonly known phenomenon in organic chemistry. These compounds are known to crystallize to chiral crystals from their solutions. This review deals with this phenomenon, describing (1) what is chiral crystallization and how to find organic compounds undergoing chiral crystallization, (2) the preparation of chiral crystals from achiral organic compounds, (3) the characterization of chiral crystals, (4) the crystal structure of chiral crystals and the factors of the generation of chirality, (5) the chiral crystallization of two-component molecular compounds, (6) absolute asymmetric synthesis utilizing chiral crystallization, (7) other applications of chiral crystallization. Part 2 describes chapters (5), (6), and (7).

引用

页码：466 / 477

页数：12

共 47 条

[1] TOWARDS THE PLANNING AND EXECUTION OF AN ABSOLUTE ASYMMETRIC SYNTHESIS OF CHIRAL DIMERS AND POLYMERS WITH QUANTITATIVE ENANTIOMERIC YIELD
ADDADI, L
LAHAV, M
[J]. PURE AND APPLIED CHEMISTRY, 1979, 51 (06) : 1269 - 1284
[2] PHOTO-POLYMERIZATION IN CHIRAL CRYSTALS .4. ENGINEERING OF CHIRAL CRYSTALS FOR ASYMMETRIC (2-PI + 2-PI) PHOTO-POLYMERIZATION - EXECUTION OF AN ABSOLUTE ASYMMETRIC-SYNTHESIS WITH QUANTITATIVE ENANTIOMERIC YIELD
ADDADI, L
VANMIL, J
LAHAV, M
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (12) : 3422 - 3429
[3] Addadi L., 1979, ORIGIN OPTICAL ACTIV
[4] STRUCTURAL INVESTIGATION OF RADIATION-INDUCED UREA CANAL POLYMERIZATION OF 1,3-BUTADIENE
CHATANI, Y
KUWATA, S
[J]. MACROMOLECULES, 1975, 8 (01) : 12 - 18
[5] LOW-TEMPERATURE FORM OF UREA ADDUCTS WITH N-PARAFFINS
CHATANI, Y
TAKI, Y
TADOKORO, H
[J]. ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1977, 33 (JAN15): : 309 - 311
[6] ABSOLUTE ASYMMETRIC INDUCTION DIFFERENCES IN DUAL PATHWAY PHOTOREACTIONS
CHEN, JX
POKKULURI, PR
SCHEFFER, JR
TROTTER, J
[J]. TETRAHEDRON LETTERS, 1990, 31 (47) : 6803 - 6806
[7] KALEIDOSCOPIC PHOTOREACTION BEHAVIOR OF ALKYL 4-[2-(4-PYRIDYL)ETHENYL]CINNAMATE CRYSTALS - A CRYSTALLINE LINEAR HIGH POLYMER FROM THE METHYL-ESTER, AN ABSOLUTE ASYMMETRIC REACTION OF THE ETHYL-ESTER, AND 2 TYPES OF DIMER FORMATION FROM THE PROPYL ESTER
CHUNG, CM
HASEGAWA, M
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (19) : 7311 - 7316
[8] TOPOCHEMISTRY .1. SURVEY
COHEN, MD
SCHMIDT, GMJ
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1964, (JUN): : 1996 - +
[9] ALKYLATION OF SOLID SODIUM AND LITHIUM 2,6-DIMETHYLPHENOXIDE WITH METHYL HALIDE VAPOR
CURTIN, DY
STEIN, AR
[J]. CANADIAN JOURNAL OF CHEMISTRY, 1969, 47 (19): : 3637 - &
[10] CRYSTAL STRUCTURE OF 2-1 MOLECULAR COMPLEX BETWEEN 1,3,7,9-TETRAMETHYLURIC ACID AND 3,4-BENZPYRENE
DAMIANI, A
GIGLIO, E
LIQUORI, AM
RIPAMONT.A
[J]. ACTA CRYSTALLOGRAPHICA, 1967, 23 : 675 - &

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