引用本文:
何荣幸, 李明. 吡咯烷并手性噁唑硼烷催化芳香酮的不对称还原反应机理的量子化学研究[J]. 应用化学,
2002, 19(10): 963-967.
Citation: HE Rong-Xing, LI Ming. Quantum Chemical Study on the Mechanism of Enantioselective Reduction of Aromatic Ketone Catalyzed by Chiral Pyrrolidino [3,4-c] oxazaborolidine[J]. Chinese Journal of Applied Chemistry, 2002, 19(10): 963-967.
Citation: HE Rong-Xing, LI Ming. Quantum Chemical Study on the Mechanism of Enantioselective Reduction of Aromatic Ketone Catalyzed by Chiral Pyrrolidino [3,4-c] oxazaborolidine[J]. Chinese Journal of Applied Chemistry, 2002, 19(10): 963-967.
吡咯烷并手性噁唑硼烷催化芳香酮的不对称还原反应机理的量子化学研究
摘要:
在不用模型分子的条件下,用量子化学半经验AM1方法研究了吡咯烷并手性噁唑硼烷催化芳香酮的不对称还原反应机理。结果表明,该不对称还原反应是放热的;在氢的转移过渡态中,存在一个B-N-B-H-C-O六元环,该六元环具有扭曲的椅式结构;还原反应的速度控制步骤是含有B-O-B-N四元环的催化剂-烷氧基硼烷加合物的离解。
-
关键词:
- 吡咯烷并手性噁唑硼烷
- / 芳香酮
- / 不对称催化还原
- / 反应机理
- / 量子化学
English
Quantum Chemical Study on the Mechanism of Enantioselective Reduction of Aromatic Ketone Catalyzed by Chiral Pyrrolidino [3,4-c] oxazaborolidine
Abstract:
In quantum chemical studies on enantioselective reductions small model molecules are comonly used to substitute the reactants as reported in literatures. It results in certain neglect of important chemical information. In this paper, the semi-empirical AM1 molecular orbital method is used to study the enantioselective reduction of aromatic ketone catalyzed by chiral pyrrolidino [3,4-c] oxazaborolidine without model substituents. As illustrated, this enantioselective reduction is exothermic. In the transition states of hydrogen atom from the borane moiety to the carbonyl carbon of aromatic ketone, there is a 6-membered B-N-B-H-C-O ring in a twisted chair structure. The controlling step for the reduction is the decomposition of the catalyst:alkoxyborane which contains a B-O-B-N ring.
-
-
扫一扫看文章
计量
- PDF下载量: 0
- 文章访问数: 0
- HTML全文浏览量: 0
下载:
