nickel/photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/nickel-photocatalytic-gyd.pdf ·...

47
Nickel/Photocatalytic Yadong Gao 20180613

Upload: others

Post on 17-Mar-2020

2 views

Category:

Documents


0 download

TRANSCRIPT

Page 1: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed

Nickel/Photocatalytic

Yadong Gao20180613

Page 2: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed

MLCT, metaltoligand charge transfer

Page 3: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed

Photoexcitation

Photoredox catalysis - Wikipedia https://en.wikipedia.org/wiki/Photoredox_catalysis

Intersystem crossing

Page 4: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed

Chem. Soc. Rev., 2017, 46 , 6227--6240

Ni

Page 5: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed

Science, 2016, 352(6291): 1304-1308.

Page 8: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed

Asian Journal of Organic Chemistry, 2017, 6(6): 669-672.

trace

No. 1

Page 9: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed
Page 10: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed

O

S

Page 11: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed

Only NiCl2(dtbbpy) exhibited absorption around 365 nm

purple color

maximum absorptions at 346 and 535 nm (Figure 1), which are ascribed to a reduced nickel species. GC-MS analysis of the reaction mixture confirmedthe generation of 2,2-diphenylethane as a byproduct, Suggesting that toluene serves as the reductant.

Page 12: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed
Page 13: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed

J. Am. Chem. Soc. 2018, 140, 3035−3039

No. 2

Page 14: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed
Page 15: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed
Page 16: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed

No. 3

Page 17: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed

Angew. Chem. Int . Ed. 2018, 57, 1 – 6

Page 18: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed
Page 19: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed
Page 20: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed
Page 21: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed
Page 22: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed
Page 23: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed
Page 24: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed
Page 25: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed
Page 26: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed
Page 27: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed

No. 4

Page 28: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed
Page 29: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed
Page 30: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed
Page 31: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed
Page 32: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed
Page 33: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed

Org. Process Res. Dev. 2016, 20, 9, 1576-1580

50%, 40%, and 70%

Page 34: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed
Page 35: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed
Page 36: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed

No. 5

Page 37: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed
Page 38: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed
Page 39: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed
Page 40: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed
Page 41: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed
Page 42: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed
Page 43: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed
Page 44: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed
Page 45: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed
Page 46: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed
Page 47: Nickel/Photocatalyticqigroup.nibs.ac.cn/wp-content/uploads/2019/03/Nickel-Photocatalytic-GYD.pdf · ZnBr CFJ Scheme S3: Proposed mechanism for the Visible light induced nickel-catalyzed

Thanks