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Citation: XUAN Wei-Min, ZOU Fang, CHEN Lei-Qi, FANG Xue-Ming, LIAN Wei, ZHANG Hui. Mechanism of Absolute Asymmetric Synthesis and Solid-State CD Spectroscopy of BPOB[J]. Acta Physico-Chimica Sinica, ;2008, 24(06): 955-960. doi: 10.3866/PKU.WHXB20080606 shu

Mechanism of Absolute Asymmetric Synthesis and Solid-State CD Spectroscopy of BPOB

1.
State Key Laboratory for Physical Chemistry of Solid Surface, Department of Chemistry, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, Fujian Province, P. R. China

Received Date: 21 January 2008
Available Online: 9 April 2008

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, 1H 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 P212121, UV and 1H NMR showed that the enol tautomer was the most dominant form in solution, and the solid-state CD spectra and repeated recrytallization revealed that the formation of chiral BPOB crystals could be regarded as crystallization-induced asymmetric synthesis.
- 1,3-Bis(3-phenyl-3-oxopropanoyl)benzene; Chrial symmetry breaking; Absolute asymmetric synthesis; Chiral crystal; Solid-state circular dichroismspectroscopy
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