Relative reactivities of bromine-substituted substrates toward bromophilic attack by a carbanion  被引量:2

Relative reactivities of bromine-substituted substrates toward bromophilic attack by a carbanion

作  者:LI,Xing-Ya JIANG,Xi-Kui ZHANG,Xiao-Jun Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,345 Lingling Lu,Shanghai 200032 

出  处:《Chinese Journal of Chemistry》1992年第2期186-188,共0页中国化学(英文版)

基  金:the National Natural Science Foundation of China.

摘  要: Halophilic attack on carbon-halogen bond by nucleophiles has recently become a sub-ject of interest and intensive study.A wide variety of substrates and nucleophiles has beenexamined.But no quantitative measurements on the reactivities of substrates have ever beenreported.The present work is a first attempt to evaluate the relative reactivities of perfluoro-bromoalkanes(R-Br)and some bromo organic compounds(R-Br)by intermolecular compe-tition kinetics.A large excess of ClCCFCFCl(1),a chlorine-containing substrate withconvenient reactivity toward halophilic attack,and R-Br is used to compete for a small amountof the enolate anion of mesityl isopropyl ketone(E-)in dimethyl formamide(DMF)at 20℃in their reactions to form α-chloroisopropyl mesityl ketone(A)and α-bromoisopropylmesityl ketone(B)as products(eq 1)

关 键 词:rate Br CCF 

分 类 号:O6[理学—化学]

 

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