. Author manuscript; available in PMC: 2022 Nov 20.

Published in final edited form as: J Am Chem Soc. 2022 Jul 5;144(27):11961–11968. doi: 10.1021/jacs.2c04807

Table 1.

Control Reactions of Optimized Conditions^a


entry	deviation	yield^b
1	none	84%
2	NaCl instead of TBACl	74%
3	CuCl₂ instead of Cu(terpy)Cl₂	80%
4	no TBACl	41%
5	no photocatalyst	27%
6	no copper catalyst	0%
7	no photocatalyst, no TBACl	12%
8	no light	0%

Reactions performed with alcohol (1.0 equiv), Cu(terpy)Cl₂ (5 mol %), dMesSCF₃ (1.5 equiv), TBACl (2 equiv), quinuclidine (1.6 equiv), DMSO (0.025M), integrated photoreactor (450 nm, 100% light intensity).

Yields determined by ¹⁹F NMR analysis using 1,4-difluorobenzene as internal standard. See the SI for experimental details.