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Open AccessArticle

Pyridine-Chelated Imidazo[1,5-a]Pyridine N-Heterocyclic Carbene Nickel(II) Complexes for Acrylate Synthesis from Ethylene and CO2

1
Department of Chemistry, Gwangju Institute of Science and Technology, 123 Cheomdan-gwagiro, Buk-gu, Gwangju 61005, Korea
2
Department of Chemistry, Chonnam National University, 77 Yongbongro, Buk-gu, Gwangju 61186, Korea
3
Department of Chemistry, Institute of Basic Sciences, Daegu University, 201 Daegudae-ro, Jillyang-eup, Gyeongsan-si, Gyeongsangbuk-do 38453, Korea
4
Department of Chemistry, School of Materials Science and Engineering, Gwangju Institute of Science and Technology, 123 Cheomdan-gwagiro, Buk-gu, Gwangju 61005, Korea
*
Author to whom correspondence should be addressed.
Catalysts 2020, 10(7), 758; https://doi.org/10.3390/catal10070758
Received: 15 June 2020 / Revised: 25 June 2020 / Accepted: 6 July 2020 / Published: 8 July 2020
(This article belongs to the Special Issue State-of-the-Art Catalytical Technology in South Korea)
Nickel(II) dichloride complexes with a pyridine-chelated imidazo[1,5-a]pyridin-3-ylidene py-ImPy ligand were developed as novel catalyst precursors for acrylate synthesis reaction from ethylene and carbon dioxide (CO2), a highly promising sustainable process in terms of carbon capture and utilization (CCU). Two types of ImPy salts were prepared as new C,N-bidentate ligand precursors; py-ImPy salts (3, 4a4e) having a pyridine group at C(5) on ImPy and a N-picolyl-ImPy salt (10) having a picolyl group at N atom on ImPy. Nickel(II) complexes such as py-ImPyNi(II)Cl2 (7, 8a8e) and N-picolyl-ImPyNi(II)Cl2 (12) were synthesized via transmetalation protocol from silver(I) complexes, py-ImPyAgCl (5, 6a6e) and N-picolyl-ImPyAgCl (11). X-ray diffraction analysis of nickel(II) complexes (7, 8b, 12) showed a monomeric distorted tetrahedral geometry and a six-membered chelate ring structure. py-ImPy ligands formed a more planar six-membered chelate with the nickel center than did N-picolyl-ImPy ligand. py-ImPyNi(II)Cl2 complexes (8a8e) with tert-butyl substituents exhibited noticeable catalytic activity in acrylate synthesis from ethylene and CO2 (up to 108% acrylate). Interestingly, the use of additional additives including monodentate phosphines increased catalytic activity up to 845% acrylate (TON 8). View Full-Text
Keywords: nickel; silver; N-heterocyclic carbene; bidentate ligands; acrylate; ethylene; carbon dioxide nickel; silver; N-heterocyclic carbene; bidentate ligands; acrylate; ethylene; carbon dioxide
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MDPI and ACS Style

Kim, J.; Hahm, H.; Ryu, J.Y.; Byun, S.; Park, D.-A.; Lee, S.H.; Lim, H.; Lee, J.; Hong, S. Pyridine-Chelated Imidazo[1,5-a]Pyridine N-Heterocyclic Carbene Nickel(II) Complexes for Acrylate Synthesis from Ethylene and CO2. Catalysts 2020, 10, 758. https://doi.org/10.3390/catal10070758

AMA Style

Kim J, Hahm H, Ryu JY, Byun S, Park D-A, Lee SH, Lim H, Lee J, Hong S. Pyridine-Chelated Imidazo[1,5-a]Pyridine N-Heterocyclic Carbene Nickel(II) Complexes for Acrylate Synthesis from Ethylene and CO2. Catalysts. 2020; 10(7):758. https://doi.org/10.3390/catal10070758

Chicago/Turabian Style

Kim, Jiyun; Hahm, Hyungwoo; Ryu, Ji Y.; Byun, Seunghwan; Park, Da-Ae; Lee, Seoung H.; Lim, Hyunseob; Lee, Junseong; Hong, Sukwon. 2020. "Pyridine-Chelated Imidazo[1,5-a]Pyridine N-Heterocyclic Carbene Nickel(II) Complexes for Acrylate Synthesis from Ethylene and CO2" Catalysts 10, no. 7: 758. https://doi.org/10.3390/catal10070758

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