3042-62-4Relevant articles and documents
Designing a bifunctional metal-organic framework by tandem post-synthetic modifications; an efficient and recyclable catalyst for Suzuki-Miyaura cross-coupling reaction
Hamadi, Hosein,Nobakht, Valiollah,Salahshournia, Behrang
, (2020/09/02)
A new Cu/Pd bimetallic Cu-MOF-[Pd] was synthesized through covalent, dative and inorganic post-synthetic modifications. In order to achieve the Cu-MOF-[Pd], Zn-MOF (TMU-17-NH2) was initially selected and fabricated by grafting of salicylaldehyde via Schiff-base formation followed by complex formation with Pd(II). Then, the as-synthesis MOF, Zn-MOF-[Pd], was subjected as 3D-template to obtain Cu-MOF-[Pd] by transmetalation process. The Cu-MOF-[Pd] was characterized by FT-IR spectroscopy, atomic absorption spectroscopy (AAS), field emission scanning electron microscopy (FE-SEM), powder X-ray diffraction (PXRD), energy dispersive X-ray spectroscopy (EDS), and EDS mapping techniques. The feasibility of using Cu-MOF-[Pd] as a highly active recoverable catalyst was confirmed in the Suzuki–Miyaura cross-coupling reaction in a mixed water/ethanol solvent. The results show that this novel nano-composite could serve as an efficient bimetallic heterogeneous catalyst and reuse at least for 5 times without loss in activity.
Diarylmethanes through an Unprecedented Palladium-Catalyzed C-C Cross-Coupling of 1-(Aryl)methoxy-1 H-Benzotriazoles with Arylboronic Acids
Singh, Manish K.,Lakshman, Mahesh K.
, p. 4156 - 4162 (2016/01/09)
1-(Aryl)methoxy-1H-benzotriazoles (ArCH2OBt) are bench-stable reagents that are prepared readily from 1H-benzotriazol-1-yl-4-methylbenzenesulfonate and benzylic alcohols. These compounds, which contain a N-O-C bond, undergo cross-coupling with arylboronic acids by C-O bond scission with catalysts that comprise Pd(OAc)2 and biarylphosphine ligands. Such reactivity of ArCH2OBt derivatives, which lead to diarylmethanes, has not been described previously and constitutes a new activation of benzylic alcohols. With regard to the various ligand-metal complexes that support catalytic activity, it appears that those with smaller "percent buried volumes" (%Vbur) provide better outcomes. This factor has been evaluated in the initial optimization studies and in further reactions with difficult coupling partners. Ligand electronics of the biaryl moiety seem to play a lesser role in this type of reaction. The biscoordinating bis[(2-diphenylphosphino)phenyl] ether appears to be suitable to improve the yields of low-yielding reactions. Phosphine fine: 1-(Aryl)methoxy-1H-benzotriazoles (ArCH2OBt), which contain a N-O-C bond, undergo cross-coupling with arylboronic acids by C-O bond scission with catalysts that comprise Pd(OAc)2 and biarylphosphine ligands. Such reactivity of ArCH2OBt derivatives, which lead to diarylmethanes, has not been described previously and constitutes a new activation of benzylic alcohols.
