Enantioselective photoreaction occurring in a chiral bimolecular crystal formed from acridine and R-(-)- or S-(+)-2-phenylpropionic acid

被引：7

作者：

Koshima, H

Nakagawa, T

Matsuura, T

机构：

[1] Department of Materials Chemistry, Faculty of Science and Technology, Ryukoku University, Seta

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 34期

关键词：

D O I：

10.1016/S0040-4039(97)01361-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Irradiation of a chiral bimolecular crystal formed from acridine and R-(-)- or S-(+)-2-phenylpropionic acid caused photodecarboxylation followed by stereoselective condensation to give three optically active products. The radical coupling paths in the crystal lattice are discussed. (C) 1997 Elsevier Science Ltd.

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页码：6063 / 6066

页数：4

相关论文

共 6 条

[1] REACTIONS IN CHIRAL CRYSTALS - OPTICALLY-ACTIVE HETEROPHOTODIMER FORMATION FROM CHIRAL SINGLE-CRYSTALS [J].

ELGAVI, A ;

GREEN, BS ;

SCHMIDT, GMJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (06) :2058-2059

[2] The ionic auxiliary concept in solid state organic photochemistry [J].

Gamlin, JN ;

Jones, R ;

Leibovitch, M ;

Patrick, B ;

Scheffer, JR ;

Trotter, J .

ACCOUNTS OF CHEMICAL RESEARCH, 1996, 29 (04) :203-209

[3] Generation of chirality in a two-component molecular crystal of acridine and diphenylacetic acid and its absolute asymmetric photodecarboxylating condensation [J].

Koshima, H ;

Ding, KL ;

Chisaka, Y ;

Matsuura, T .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (48) :12059-12065

[4] CHIRALITY MEMORY CONTROLLED BY THE CRYSTAL-LATTICE OF A MOLECULAR-COMPOUND [J].

KOSHIMA, H ;

DING, KL ;

CHISAKA, Y ;

MATSUURA, T .

TETRAHEDRON-ASYMMETRY, 1995, 6 (01) :101-104

[5] AN ABSOLUTE ASYMMETRIC-SYNTHESIS OF THE [2+2] CYCLOADDUCT VIA SINGLE CRYSTAL-TO-SINGLE CRYSTAL TRANSFORMATION BY CHARGE-TRANSFER EXCITATION OF SOLID-STATE MOLECULAR-COMPLEXES COMPOSED OF ARYLOLEFINS AND BIS[1,2,5]THIADIAZOLOTETRACYANOQUINODIMETHANE [J].

SUZUKI, T ;

FUKUSHIMA, T ;

YAMASHITA, Y ;

MIYASHI, T .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (07) :2793-2803

[6]

TODA F, 1993, SYNLETT, P303