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Citation: Xiaoling Jin, Qiang Liu, Xinping Hui. 基于量子化学计算探究丁-1-烯-3-炔亲电加成反应的机理和选择性[J]. University Chemistry, ;2022, 37(7): 211004. doi: 10.3866/PKU.DXHX202110047 shu

基于量子化学计算探究丁-1-烯-3-炔亲电加成反应的机理和选择性

College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, China

Corresponding author: Qiang Liu, liuqiang@lzu.edu.cn
Received Date: 15 October 2021

通过量子化学计算模拟了丁-1-烯-3-炔与亲电试剂HBr、HCl和Br₂的亲电加成反应。计算结果表明：丁-1-烯-3-炔发生亲电加成反应时，既可以发生1,2-加成反应，也可以发生1,4-加成反应。1,4-加成反应决速步骤活化能低，产物累积二烯烃的生成速度快，受动力学控制；1,2-加成反应决速步骤活化能高，产物共轭二烯烃的生成速度慢，受热力学控制。在极性溶剂水和氯仿中，反应决速步骤的能垒均有所降低，亲电加成反应更容易发生。
- But-1-en-3-yne,
- Electrophilic addition,
- Hydrohalogenation,
- Bromination,
- Reaction mechanisms,
- Quantum chemistry calculation
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