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submitted on 24.12.2019 and posted on 26.12.2019by Sandeep Pimparkar, Trisha Bhattacharya, Arun Maji, Argha Saha, Ramasamy Jayarajan, Uttam Dutta, Gang Lu, David Lupton, Debabrata Maiti
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