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Synfacts 2022; 18(01): 0065
DOI: 10.1055/s-0041-1737295
Polymer-Supported Synthesis

Photoinduced Cross-Coupling with a Supported Iridium–Nickel Bimetallic Catalyst

Contributor(s):
Yasuhiro Uozumi
,
Ryoko Niimi
López-Magano A, Ortín-Rubio B, Imaz I, Maspoch D, Alemán J, *, Mas-Ballesté R. * Universidad Autónoma de Madrid, Spain
Photoinduced Cross-Coupling with a Supported Iridium–Nickel Bimetallic Catalyst.

ACS Catal. 2021;
11: 12344-12354
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Key words

covalent organic framework - iridium catalysis - nickel catalysis - photocatalysis - cross-coupling

Significance

A covalent organic framework containing phenanthroline units (phen-COF) was prepared by condensation of 1,3,5-tris(4-aminophenyl)benzene with 3,8-bis(4-formylphenyl)-1,10-phenanthroline. A heterobimetallic phen-COF composite, Ir,Ni-phen-COF, was obtained by complexation of phen-COF with {[F2(F3C)ppy]2Ir-μ-Cl}2[F2(F3C)ppy] = 2-(2,4-difluorophenyl)-5-(trifluo­romethyl)pyridine] and NiCl2·glyme. Ir,Ni-phen-COF catalyzed the C(sp3)–C(sp2) bond-forming cross-coupling of alkylborates with aryl bromides under photoirradiation conditions.


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Comment

The cross-coupling did not take place in darkness. Heterogeneous Ir,Ni-phen-COF exhibited a better catalytic performance than homogeneous bimetallic systems using ppy-Ir and phen-Ni complexes [e.g., 4-MeC6H4Bn; yield: 90% (heterogeneous); 23% (homogeneous)]. Ir,Ni-phen-COF was recovered by centrifugation and reused seven times with a slight loss of its catalytic activity.


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Publication History

Article published online:
17 December 2021

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