期刊
RSC ADVANCES
卷 4, 期 58, 页码 30768-30774出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c4ra04059g
关键词
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资金
- National Natural Science Foundation of China [21372265, 61271059]
- Scientific Research Fundings of the Scientific Research Foundation for the Returned Overseas Chinese Scholars
- State Education Ministry
- Natural Science Foundation Project of CQ CSTC [cstc2013jcyjA10037]
- Fundamental Research Funds for the Central Universities [CDJZR14225502, CQDXWL-2013-Z012]
A convenient procedure employing simple starting materials benzyl alcohols and acetates as the benzyl donors to assemble a series of diarylalkanes through benzylation of arenes using in situ prepared superacid BF3-H2O as an efficient promoter has been developed. The beneficial role of water in the reaction has been clarified with combination of control experiments and B-11 NMR analysis. This reaction is a self-promoted model, which is triggered by the trace of water and continuously promoted by self released by-product water (or carboxylic acid). A wide range of substrates are investigated and the moderate to excellent yields and the good regioselectivities for secondary benzyl alcohols as well as arenes bearing electron-withdrawing groups have been achieved. As a result, moisture in the reaction system has been utilized as an efficient initiator in all benzylation cases.
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