0


第30讲-氧化状态和机理

Lecture 30 - Oxidation States and Mechanisms
课程网址: http://videolectures.net/yalespan125bs2011_mcbride_lec30/  
主讲教师: J. Michael McBride
开课单位: 耶鲁大学
开课时间: 2014-08-19
课程语种: 英语
中文简介:
一道困难的考试题展示了可见光和核磁共振波谱如何与三苯基甲基二聚体结构的长期错误分配相关。1970年的证据表明,Friedel-Crafts丙基化涉及SN2机制,而不是质子化环丙烷。将氧化状态从-4到+4分配给提议的起始材料和产品的碳原子,允许选择氧化或还原或两者都不合适的试剂。除了属于适当的氧化还原类别外,试剂必须具有适当的机制。元素溴和Cr+6试剂对乙醇的氧化作用涉及常见的取代、消除和加成机理。对机理的理解允许调整条件使氧化具有选择性。
课程简介: A difficult exam question shows how visible and NMR spectroscopy related to long-term misassignment of the structure for the triphenylmethyl dimer. Evidence from 1970 shows that Friedel-Crafts propylation involves an SN2 mechanism, not a protonated cyclopropane. Assigning oxidation states from -4 to +4 to the carbon atoms of proposed starting material and product allows choosing whether a reagent that is oxidizing or reducing or neither is appropriate. Beyond belonging to the appropriate redox class, the reagent must have an appropriate mechanism. Alcohol oxidations by elemental bromine and by Cr+6 reagents are shown to involve familiar substitution, elimination, and addition mechanisms. Mechanistic understanding allows adjusting conditions to make oxidation selective.
关 键 词: 可见光; 核磁共振波谱; 氧化状态
课程来源: 视频讲座网
数据采集: 2021-11-17:zkj
最后编审: 2021-11-17:zkj
阅读次数: 38