Übergangsmetallartige Katalyse mit einem Hauptgruppenelement: Bismutkatalysierte C‐F‐Kupplung von Arylboronsäureestern

The C=C bond in selected N-alkyl/aryl-maleimides RN(C(O)CH) 2 (R=Me, tBu, Ph) is activated by organopnictogen(I) compounds producing bridged bicyclic [2.2.1] products exhibiting both endo and exo orientations. This is achieved by a synergic element-ligand cooperation, thereby resembling a hetero-Diels-Alder reaction. A wide range of pnictogen(I) complexes is considered in this study including the bis(aldiminine) pincer compounds ArE (1) (Ar=2,6-(R'N=CH) 2 C 6 H 3 , R'=tBu, E=P (P-1), As (As-1), Sb (Sb-1), Bi (Bi-1) or R' = Dmp, E=P (P-1'), As (As-1'), Sb (Sb-1'), where Dmp = 2,6-Me 2 C 6 H 3 ) and the C,N-coordinated compounds Ar'E (2) (Ar'=2-(DippN = CH)C 6 H 4 , E=P (P-2), As (As-2), where Dipp = 2,6-iPr 2 C 6 H 3 ). On this set of compounds, the reversibility of C=C bond activation was examined mainly by means of the 1 H variable temperature (VT) NMR spectroscopy and this study revealed trends showing a dependence both on the E atom and on the structure of the ligand. The structure of the addition products was elucidated by multinuclear NMR and single-crystal X-ray diffraction analysis. The whole study is accompanied by a theoretical survey targeting decisive factors for the C=C bond activation and a preference for endo/exo forms by the particular pnictogen(I) compound.

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Probing Limits of a C=C Bond Activation by N‐Coordinated Organopnictogen(I) Compounds

Kremláček

Hejda

Rychagova

et al. 2021

Eur J Inorg Chem

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Recent Advances in Aluminum Compounds for Catalysis

Yang

et al. 2022

Eur J Inorg Chem

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This review highlights recent advances in the research of organoaluminum complexes in catalysis. Many fundamental transformations can be carried out by aluminum catalysts, such as hydroboration, hydroamination, copolymerization and CO 2 insertion reactions, hydrosilylation, and hydroacetylenation of carbodiimides, which make use of the abundant reserves of aluminum in the earth's crust to accomplish the transformation. Recent research in the field has shown that these systems have extraordinary catalytic activity and are inexpensive, abundant, and environmentally friendly.

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Distannadithiophenes and Their Application towards Hydroboration of Carbonyl Compounds

Biswal

et al. 2022

Eur J Inorg Chem

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Synthesis of distannadithiophenes (C6H6S)2Sn2Ar4) with different aryl substituents is presented. These air‐stable distannadithiophenes were tested as catalysts for the hydroboration of carbonyl compounds. Among the different distannadithiophenes tested, tetra‐tolyl distannadithiophene showed better catalytic activity over other compounds. A wide variety of aldehydes and ketones were reduced to their corresponding boronate esters using tetra‐tolyl distannadithiophene as a catalyst at room temperature.

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Übergangsmetallartige Katalyse mit einem Hauptgruppenelement: Bismutkatalysierte C‐F‐Kupplung von Arylboronsäureestern

Cited by 3 publications

References 38 publications

Probing Limits of a C=C Bond Activation by N‐Coordinated Organopnictogen(I) Compounds

Probing Limits of a C=C Bond Activation by N‐Coordinated Organopnictogen(I) Compounds

Recent Advances in Aluminum Compounds for Catalysis

Distannadithiophenes and Their Application towards Hydroboration of Carbonyl Compounds

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