Para-Selective Cyanation of Arenes by H-Bonded Template
- 4 September 2020
- journal article
- research article
- Published by Wiley in Chemistry – A European Journal
- Vol. 26 (50), 11558-11564
- https://doi.org/10.1002/chem.202001368
Abstract
The significance of site selective functionalization stands upon the superior selectivity, easy synthesis and diverse product utility. In this work, we demonstrate thepara-selective introduction of versatile nitrile moiety, enabled by a detachable and reusable H-bonded auxiliary. The methodology holds its efficiency irrespective of substrate electronic bias. The conspicuous shift in the step energetics was probed by both experimental and computational mechanistic tools, which heralds the inception ofpara-deuteration. The synthetic impact of the methodology was highlighted with reusability of directing group and post synthetic modifications.Other Versions
Funding Information
- Science and Engineering Research Board (SERB (CRG/2018/003951))
- National Natural Science Foundation of China (21973055)
- Natural Science Foundation of Shandong Province (ZR2019MB049)
- Department of Science and Technology, Ministry of Science and Technology, India (YSS/2014/000530)
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