. Author manuscript; available in PMC: 2018 Aug 23.

Published in final edited form as: J Am Chem Soc. 2017 Aug 14;139(33):11595–11600. doi: 10.1021/jacs.7b06794

Table 5.

Comparing reactions of alkyl bromides and iodides in the presence of radical and electron-transfer inhibitors.



entry	conditions	conversion (%)^a	yield (%)^a
1	X = Br, no additive	100	77
2	X = I, no additive	100	48
3	X = Br, with 10 mol % dinitrobenzene	<2	<2
4	X = I, with 10 mol % dinitrobenzene	100	78
5	X = Br, with 1 equiv TEMPO	31	<2
6	X = I, with 1 equiv TEMPO	100	55

Determined by ¹H NMR spectroscopy using 1,3,5-trimethoxybenzene as internal standard. For details regarding the distribution of minor regioisomers, see Supporting Information.