| BPOB的绝对不对称合成机理及固体CD光谱 |
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| 引用本文： | 宣为民,邹方,陈雷奇,方雪明,连伟,章慧.BPOB的绝对不对称合成机理及固体CD光谱[J].物理化学学报,2008,24(6):955-960. |
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| 作者姓名： | 宣为民 邹方 陈雷奇 方雪明 连伟 章慧 |
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| 作者单位： | 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 |
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| 基金项目： | 国家自然科学基金
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福建省自然科学基金
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厦门大学科技创新工程项目 |
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| 摘 要： | 以苯乙酮与间苯二甲酸甲酯为原料经由Claisen缩合制备了1,3-二(3-苯基-3-氧代丙烯醇)苯(BPOB). 用元素分析、MS、1H NMR、UV吸收光谱、X射线单晶衍射和固体CD光谱等对其进行了表征. 晶体结构数据显示, BPOB属于Sohncke空间群P212121, UV和1H NMR谱表明, BPOB在溶液中主要以烯醇式存在, 固体CD光谱和重结晶实验证明, BPOB手性晶体的形成是结晶诱导的绝对不对称合成.
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| 关 键 词： | 1 3-二(3-苯基-3-氧代丙烯醇)苯 手性对称性破缺 绝对不对称合成 手性晶体 固体CD光谱 |
| 收稿时间： | 2008-01-21 |
| 修稿时间： | 2008年1月21日 |
Mechanism of Absolute Asymmetric Synthesis and Solid-State CD Spectroscopy of BPOB |
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| 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(6):955-960. |
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| Authors: | XUAN Wei-Min ZOU Fang CHEN Lei-Qi FANG Xue-Ming LIAN Wei ZHANG Hui |
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| Institution: | 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 |
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| Abstract: | 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. |
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| Keywords: | 1 3-Bis(3-phenyl-3-oxopropanoyl)benzene Chrial symmetry breaking Absolute asymmetric synthesis Chiral crystal Solid-state circular dichroismspectroscopy |
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