Table 1 Optimization of the C(sp3)–C(sp3) cross coupling reaction with corresponding control experimentsa

From: Photocatalytic C(sp3)–C(sp3) cross-coupling of carboxylic acids and alkyl halides using a nickel complex and carbon nitride

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Entry

Conditions

Yield of 3a

Yield of 4a

1

As shown above

75%

n.d.b

2

No nCNx

n.d.

12%

3

No Ni

n.d.

6%

4

No ligand

21%

9%

5

No base

n.d.

n.d.

6

No light

n.d.

n.d.

7

Using Ir[dF(CF3)ppy]2(dtbbpy)PF6 instead of nCNxc

61%

5%

  1. aThe reaction scheme shows standard conditions, while control experiments for the C(sp3)–C(sp3) cross-coupling reaction are included in the table. dMeObpy refers to the 4,4'-dimethoxy-2,2'-bipyridine ligand. Yields were calculated by HPLC analysis using the calibration curve of 3a. Additional experiments are included in the Supplementary Material.
  2. bNot detected.
  3. cThis reaction was performed with identical experimental conditions as in the reaction scheme, but with 0.02 equiv. of Ir[dF(CF3)ppy]2(dtbbpy)PF6 instead of nCNx.
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