. Author manuscript; available in PMC: 2018 Apr 24.

Published in final edited form as: J Am Chem Soc. 2017 Aug 14;139(33):11353–11356. doi: 10.1021/jacs.7b07078

Table 1.

Optimization of the Aldehyde C–H Arylation.^a


entry	conditions	solvent	yield^b
1	as shown	DMSO	2%
2	as shown	CH₃CN	8%
3	as shown	dioxane	92% (87%)
4	2 mol% Ni catalyst	dioxane	80%
5	no photocatalyst	dioxane	0%
6	no Ni catalyst	dioxane	0%
7	no light	dioxane	0%

Photocat 1 (1 mol%), NiBr₂·dtbbpy (10 mol%), quinuclidine (10 mol%), aryl halide (1.0 equiv), aldehyde (2.0 equiv), and K₂CO₃ (1.5 equiv). Yield by ¹H NMR analysis.

Isolated yields in parentheses.