A novel example of vinylic S(RN)1: Reactions of 3,3-difluoro-1-iodo-2-phenylcyclopropene with thiolate ions

作者：Zhou, Ding Ying; Dou, Hong Yan; Zhao, Cheng Xue; Chen, Qing Yun^*

来源：Journal of Fluorine Chemistry, 2006, 127(6): 740-745.

DOI：10.1016/j.jfluchem.2006.02.005

• vinylic S(RN)1
• fluorine
• thiolate

The reactions of 3,3-difluoro-1-iodo-2-phenylcyclopropene with thiolate ions (with a molar ratio of 1:1) were carried out in laboratory illumination to give the corresponding substituted product. The presence of p-dinitrobenzene (p-DNB) or hydroquinone (HQ) as well as darkness significantly suppressed the reaction. ESR trapping experiments also evidenced the existence of fluorinated radical. All these results demonstrate the reaction involved a vinylic saturated alkyl and aromatic halides (S(RN)1) mechanism.

• 出版日期2006-6
• 单位上海交通大学; 中国科学院