Mechanism of absolute asymmetric synthesis and solid-state CD spectroscopy of BPOB

被引：7

作者：

Xuan Wei-Min ^{[1
]}

Zou Fang ^{[1
]}

Chen Lei-Qi ^{[1
]}

Fang Xue-Ming ^{[1
]}

Lian Wei ^{[1
]}

Zhang Hui ^{[1
]}

机构：

[1] Xiamen Univ, Dept Chem, Coll Chem & Chem Engn, State Key Lab Phys Chem Solid Surface, Xiamen 361005, Fujian Province, Peoples R China

来源：

ACTA PHYSICO-CHIMICA SINICA | 2008年 / 24卷 / 06期

关键词：

1,3-bis(3-phenyl-3-oxopropanoyl)benzene; chiral symmetry breaking; absolute asymmetric synthesis; chiral crystal; solid-state circular dichroism spectroscopy;

D O I：

10.3866/PKU.WHXB20080606

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

1,3-bis(3-phenyl-3-oxopropanoyl)benzene (BPOB) was prepared by Claisen condensation of acetophenone and dimethyl isophthalate and characterized by elemental analysis, MS, H-1 NMR, UV absorption spectrum, solid-state circular dichroism (CD) spectra, and X-ray single-crystal diffraction. The X-ray crystallographic data indicated that BPOB crystallized in a Sohncke group P2(1)2(1)2(1), UV and H-1 NMR showed that the enol tautomer was the most dominant form in solution, and the solid-state CID spectra and repeated recrytallization revealed that the formation of chiral BPOB crystals could be regarded as cry stallization-induced asymmetric synthesis.

引用

页码：955 / 960

页数：6

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