Citation: Yao Wei, Zhang Yilin, Zhu Haiyan, Ge Chenyang, Wang Dawei. The synthesis and structure of pyridine-oxadiazole iridium complexes and catalytic applications: Non-coordinating-anion-tuned selective C-N bond formation[J]. Chinese Chemical Letters, ;2020, 31(3): 701-705. doi: 10.1016/j.cclet.2019.08.049 shu

The synthesis and structure of pyridine-oxadiazole iridium complexes and catalytic applications: Non-coordinating-anion-tuned selective C-N bond formation

Yao Wei ^a ,
Zhang Yilin ^b ,
Zhu Haiyan ^a ,
Ge Chenyang ^a ,
Wang Dawei ^a,*,

a.
Key Laboratory of Synthetic and Biological Colloids, Ministry of Education, School of Chemical and Material Engineering, Jiangnan University, Wuxi 214122, China
b.
C. Eugene Bennett Department of Chemistry, West Virginia University, Morgantown, WV 26506, United States

wangdw@jiangnan.edu.cn

Received Date: 4 July 2019
Revised Date: 10 August 2019
Accepted Date: 27 August 2019
Available Online: 28 August 2019

Figures(7)

Several novel pyridine-oxadiazole iridium complexes were synthesized and characterized through X-ray crystallography. The designed iridium complexes revealed surprisingly high catalytic activity in C-N bondformation of amides and benzyl alcohols with the assistance of non-coordinating anions. In an attempt to achieve borrowing hydrogen reactions of amides with benzyl alcohols, N, N'-(phenylmethylene)dibenzamide products were unexpectedly isolated under non-coordinating anion conditions, whereas N-benzylbenzamide products were achieved in the absence of non-coordinating anions. The mechanism explorations excluded the possibility of "silver effect" (silver-assisted or bimetallic catalysis) and revealed that the reactivity of iridium catalyst was varied by non-coordinating anions. This work provided a convenient and useful methodology that allowed the iridium complex to be a chemoselective catalyst and demonstrated the first example of non-coordinating-anion-tuned selective C-N bond formation.
- Borrowing hydrogen,
- Dehydrogenation,
- Non-coordinating anion,
- Iridium,
- Bisamides
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