Quantification of the Electrophilicity of Benzyne and Related Intermediates

详细信息    查看全文

• 作者：Noah F. Fine Nathel ; Lucas A. Morrill ; Herbert Mayr ; Neil K. Garg
• 刊名：Journal of the American Chemical Society
• 出版年：2016
• 出版时间：August 24, 2016
• 年：2016
• 卷：138
• 期：33
• 页码：10402-10405
• 全文大小：335K
• 年卷期：0
• ISSN：1520-5126

文摘

The determination of reactivity parameters for short-lived intermediates provides an indispensable tool for synthetic design. Despite that electrophilicity parameters have now been established for more than 250 reactive species, the corresponding parameters for benzyne and related intermediates have not been uncovered. We report a study that has allowed for the quantification of benzyne’s electrophilicity parameter. Our approach relies on the strategic use of the diffusion-clock method and also provides electrophilicity parameters E for other substituted arynes.