21308-81-6Relevant articles and documents
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Ryang,Sakurai
, p. 594 (1972)
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Photoelectric properties of aromatic triangular tri-palladium complexes and their catalytic applications in the Suzuki-Miyaura coupling reaction
Li, Xujun,Li, Jia,Wang, Xiaoshuang,Wu, Lingang,Wang, Yanlan,Maestri, Giovanni,Malacria, Max,Liu, Xiang
supporting information, p. 11834 - 11842 (2021/09/06)
The photoelectric properties and catalytic activities of substituted triphenylphosphine and sulfur/selenium ligand supported aromatic triangular tri-palladium complexes1-4, abbreviated as [Pd3]+, were investigated. The cyclic voltammogram of [Pd3]+in CH3CN-nBu4NPF6showed a single quasi-reversible wave which was consistent with their robust property and provided preliminary proof for their electron transfer processes in catalysis. With excitation at 267 nm, [Pd3]+exhibited strong ratiometric fluorescence at 550 and 780 nm at a temperature gradient from 77 K to 287 K. These peculiar triangular tri-palladium complexes showed excellent catalytic activities and exclusive reactivity with aryl iodides over the other halogenated aromatics in the Suzuki-Miyaura coupling reaction. The electronic and steric hindrance effects of substituents on the aryl iodides and aryl boronic acids including heteroaromatics like pyridine, pyrazine and thiophenes were explored and most substrates achieved up to 99% of yields. (2-[1,1′-Biphenyl]-2-ylbenzothiazole) which was analogous to the selective cyclooxygenase-2 (COX-2) inhibitors was also synthesized with our tri-palladium catalyst and gave good isolated yield (94%). The study of the catalytic process revealed that the mechanism of the reaction may involve the replacement of the sulphur ligand on [Pd3]+by iodine from aryl iodides, which was beneficial for the matching of C-I bond energy.
Structure-Modified Germatranes for Pd-Catalyzed Biaryl Synthesis
Song, Hai-Jie,Jiang, Wei-Tao,Zhou, Qiao-Lan,Xu, Meng-Yu,Xiao, Bin
, p. 9287 - 9291 (2018/09/21)
Germanium, a member of 14th group that falls between Si and Sn, has remained considerably ignored as a nucleophile for a long time. Compared with other forms of Ge-containing nucleophiles, germatranes are structure-defined, easily accessible, and stabilized nucleophilic fragments, but they fail to meet the need of high reactivity and facile introducing to organics. Herein, we report a modified structure of germatranes, whose cross-coupling reactivity is greatly improved. The structure can be easily constructed from inexpensive industrial GeO2, and corresponding Ge-Cl and Ge-H can also be obtained after facile transformations. Moreover, Ar-Ge can be effectively synthesized either from Grignard reagents or Pd-catalyzed germylation of aryl halides.
