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. Author manuscript; available in PMC: 2017 Dec 7.
Published in final edited form as: J Am Chem Soc. 2016 Nov 28;138(48):15559–15562. doi: 10.1021/jacs.6b09657

Table 1.

Hydrodediazotization Studies of 1

graphic file with name nihms-849706-t0007.jpg

entry atmos. solvent yield 2-d2a yield 3-d2a (t1/2, T)
1 air CD3OD 94% 83% (49 min, 25 °C)
2 argon CD3OD 97% 87% (5 h, 5 °C)
3 air acetone-d6 84% n/db
4 argon acetone-d6 96% n/db
a

Yields were determined by 1H NMR spectroscopy using 1,4-dicyanobenzene as an internal standard and are based on 1.

b

n/d = not detected.