398-36-7Relevant articles and documents
Synthesis, structures and catalytic activity of cyclometalated rhenium complexes
Sun, Ruichen,Wang, Tian,Zhang, Shaowei,Chu, Xiaodan,Zhu, Bolin
, p. 17063 - 17070 (2017)
Thermal reactions of aryl-substituted phosphines or phosphinites with Re2(CO)10 in chlorobenzene resulted in the corresponding five-membered cyclometalated rhenium complexes (1-5) via an intramolecular activation of the C(sp2)-H or C(sp3)-H bond. The only exception occurred in the case of (1-naphthyl)diisopropylphosphinite, which gave a diphosphinite-substituted dinuclear rhenium complex 6. Competition reaction indicated that the aromatic C(sp2)-H bond is more likely to be activated than the C(sp3)-H bond under the same conditions. Photolysis of 1 or 2 in CHX3 led to the cleavage of the Re-C σ bond to yield corresponding phosphine-substituted tetracarbonyl rhenium halides 7-10. Complex 1 reacted with CF3COOH in CH2Cl2 to give addition product 11. Photolysis of cyclorhenated complexes 1-3 with a series of aryl halides in benzene resulted in the stoichiometric formation of biphenyl, together with corresponding phosphine-substituted tetracarbonyl rhenium halides (7, 9, 10, 12, and 13). When base was introduced into the above reaction, a catalytic system was established. Under optimized conditions, complex 1 provided moderate yield of biphenyl in a couple of hours at a [Re] : substrate ratio of 1 : 200. Molecular structures of complexes 1, 6, 9, and 11 were determined by X-ray diffraction.
Synthesis of biaryl ketones and biaryl diketones via carbonylative Suzuki-Miyaura coupling reactions catalyzed by bridged bis(N-heterocyclic carbene)palladium(II) catalysts
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Page/Page column 20; 25-26; 29-30, (2021/12/23)
This disclosure relates to bridged bis(N-heterocyclic carbene)palladium(II) complexes, methods of preparing the complexes, and methods of using the complexes in Suzuki-Miyaura coupling reactions.
Novel and efficient bridged bis(N-heterocyclic carbene)palladium(II) catalysts for selective carbonylative Suzuki–Miyaura coupling reactions to biaryl ketones and biaryl diketones
El Ali, Bassam,Fettouhi, Mohammed,Mansour, Waseem
, (2020/03/23)
Bridged N,N′-substituted bisbenzimidazolium bromide salts (L1, L2, and L3) were synthesized and fully characterized. Reactions of palladium acetate with L1, L2, and L3 afforded corresponding new bridged bis(N-heterocyclic carbene)palladium(II) complexes (C1, C2, and C3) in high yields. The X-ray structure of complex C1 showed that the Pd(II) ion is bonded to the two carbon atoms of the bis(N-heterocyclic carbene) and two bromido ligands are in the cis position, resulting in a distorted square planar geometry. The three Pd(NHC)2Br2 complexes C1, C2, and C3 were evaluated in carbonylative Suzuki–Miyaura coupling reactions of aryl boronic acids with aryl halides and displayed high catalytic activity with low catalyst loading. The coupling reactions of aryl bromides were selective towards the carbonylation product at higher carbon monoxide pressure.