para-Selective Cyanation of Arenes by H-Bonded Template

26 December 2019, Version 1
This content is a preprint and has not undergone peer review at the time of posting.


The significance of site selective functionalization stands upon the superior selectivity, easy synthesis and diverse product utility. In this work we demonstrate the para-selective introduction of versatile nitrile moiety, enabled by 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 heralds the inception of para-deuteration. The synthetic impact of the methodology was highlighted with reusability of directing group and post synthetic modifications


distal para-C-H activation
Palladium Catalysis
product diversification
cyanation of arenes

Supplementary materials

para cyanation SI D. Maiti


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