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The Reactivity of 2,4,6-Tirphenylpyridinium Ylids
引用本文:Shrong Shi LIN*,Jian Mei WANG,Cheng Yong LI Department of Chemistry,Peking University,Beijing 100871. The Reactivity of 2,4,6-Tirphenylpyridinium Ylids[J]. 中国化学快报, 2003, 14(2)
作者姓名:Shrong Shi LIN*  Jian Mei WANG  Cheng Yong LI Department of Chemistry  Peking University  Beijing 100871
作者单位:Shrong Shi LIN*,Jian Mei WANG,Cheng Yong LI Department of Chemistry,Peking University,Beijing 100871
基金项目:the National Natural Science Foundation of China (No. 20272001)
摘    要:Nitrogen ylids1,2 are reactive species which are not studied as vastly as phosphorus or sulfur ylids3. We have been studying the chemistry of pyridinium ylids and in a previous paper4, we reported the generation of ylid 2 via decarboxylation of pyridinium betaine 1 and then studied the reaction with certain electrophile. In this work, we wish to report other type of reactions that observed and the reactivity of 2. a: R = H b: R = CH312- CO2refluxScheme 13a: A = EtOH b: A = PhCHOc…


The Reactivity of 2,4,6-Tirphenylpyridinium Ylids
Shrong Shi LIN,Jian Mei WANG,Cheng Yong LI. The Reactivity of 2,4,6-Tirphenylpyridinium Ylids[J]. Chinese Chemical Letters, 2003, 14(2)
Authors:Shrong Shi LIN  Jian Mei WANG  Cheng Yong LI
Abstract:Triphenylpyridinium ylid 2, generated by the decarboxylation of betaine 1, were noted to react with acetyl chloride, chloroform or acetone to form addition-elimination product and proton extraction - carbanion addition products, respectively. The reaction with chloroform was determined as pseudo first order from kinetic experiments. The values of kobsd and t1/2 for decarboxylation at 20, 40 and 50C were calculated to be 4.6 x 10-4, 8.8 x 10-3, 2.8 x 10-2 min-1 and 1.5 x 103, 78, 24 minutes, respectively.
Keywords:Pyridinium ylid   pyridinium betaine   4-H pyridine   kinetic experiment.
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