A DFT study to design super- and hyperacids with 1-(cyclopenta-2,4-dien-1-yl)-4-nitrobenzene and 3-(cyclopenta-2,4-dien-1-ylmethylene)-6-methylenecyclohexa-1,4-diene molecules

作者：Si Mrinal Kanti; Ganguly Bishwajit^*

来源：New Journal of Chemistry, 2017, 41(4): 1425-1429.

DOI：10.1039/c6nj03529a

B3LYP/6-311+G(2d, p)//B3LYP/6-31G(d) calculations reveal that 1-(cyclopenta-2,4-dien-1-yl)-4-nitrobenzene (1a) and 3-(cyclopenta-2,4- dien-1-ylmethylene)-6-methylenecyclohexa-1,4-diene compounds (3a) and their cyano derivatives (2a & 4a) exhibit moderately acidic to hyperacidic behaviour. The computed gas phase enthalpies of deprotonation Delta H-acid(2a) = 252.2 and Delta H-acid(4a) = 238.2 kcal mol(-1) crossed the threshold of superacidity and hyperacidity. To the best of our knowledge, this is the highest hyperacidity value obtained to date with stable small molecules.

• 出版日期2017-2-21
• 单位海洋化工研究院有限公司