标题:Planar chirality change in dediazoniation reactions of paracyclophanes and mechanistic implication
作者:He, F.;Ma, Y.;Zhao, L.;Duan, W.;Chen, J.;Song, C.
作者机构:[He, F] Department of Chemistry, Shandong University, Shanda South Road No. 27, Jinan 250100, China;[ Ma, Y] Department of Chemistry, Shandong Univers 更多
通讯作者:Ma, YD
通讯作者地址:[Ma, YD]Shandong Univ, Dept Chem, Shanda S Rd 27, Jinan 250100, Peoples R China.
来源:Organic letters
出版年:2012
卷:14
期:21
页码:5436-5439
DOI:10.1021/ol302510t
摘要:Dediazoniation reactions of (S_p)-4-bromo-13-[2.2] paracyclophanyldiazonium fluoborate 2a through a heterolytic cleavage process gave products with partial racemization. In contrast, dediazoniation reactions of (S_p)-2a undergoing a nonheterolytic cleavage process afforded products with retention of configuration. A key intermediate, the bromonium cation B, caused the racemization. The unexpected racemization allowed the mechanisms of the dediazoniation reaction to be probed.
收录类别:SCOPUS;SCIE
WOS核心被引频次:5
Scopus被引频次:7
资源类型:期刊论文
原文链接:https://www.scopus.com/inward/record.uri?eid=2-s2.0-84868348852&doi=10.1021%2fol302510t&partnerID=40&md5=fecb3deb913ef8b520039cf73071df76
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