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Relevant academic research and scientific papers

Efficient and chemoselective hydroboration of organic nitriles promoted by TiIV catalyst supported by unsymmetrical acenaphthenequinonediimine ligand

We report the synthesis, characterization, and utilization of a titanium (IV) complex [(η5-C5H5){L}TiCl2] (1) supported by a monoanionic ligand (L), N-(2, 6-diisopropyl)acenaphthenequinonediimido, as a molecular pre-catalyst for the hydroboration of nitriles. The unsymmetrical N-silylated N-(2, 6-diisopropyl)-N-(trimethylsilyl)-acenaphthenequinonediimine ligand (LSiMe3) was obtained upon the completion of a one-pot reaction between N-(2, 6-diisopropyl)iminoacenaphthenone and lithium hexamethyldisilazide in the presence of trimethylsilyl chloride in 1:1:1 M ratio at 90 °C. The reaction of LSiMe3 with {η5-(C5H5)TiCl3) in equal proportion (1:1) at 60 °C afforded the titanium complex [(η5-C5H5){L}TiCl2] (1) in good yield. The molecular structures of the N-silyl ligand (LSiMe3) and Ti(IV) complex 1 were established by single-crystal X-ray analysis. Complex 1 was tested as a pre-catalyst for hydroboration of nitriles with pinacolborane (HBpin) and catecholborane (HBcat) to afford diboryl amines at ambient temperature. Titanium complex 1 exhibited high conversion, superior selectivity, and broad functional group tolerance during hydroboration of nitriles with both HBpin and HBcat under mild conditions.

Nitrile hydroboration reactions catalysed by simple nickel salts, bis(acetylacetonato)nickel(ii) and its derivatives

Simple nickel salts, bis(acetylacetonato)nickel(ii) and its derivatives, catalysed the hydroboration reactions of aryl and alkyl nitriles with catechol borane. The reaction smoothly proceeded for nitriles with various substituents to form the corresponding bis(boryl)amines in good to excellent yields.

Catalytic Hydroboration of Organic Nitriles Promoted by Aluminum Complex

We demonstrate an efficient protocol for the chemoselective hydroboration of organic nitriles with pinacolborane (HBpin) and catecholborane (HBcat) using aluminum alkyl complex [κ2-{2-F?C6H4NP(Se)Ph2}2Al?(Me)] as a pre-catalyst to afford diboryl amines under solvent-free and mild conditions (60 °C) in high yield. The aluminum complex was prepared by the reaction of [2-F?C6H4NHP(Se)Ph2] and trimethylaluminum in toluene. The solid-state structure of Al complex is established. Nitriles with a wide array of electron-withdrawing and electron-donating functional groups were easily converted to the desired products through the formation of aluminum hydride as an active species. A kinetic study of the catalytic reaction is also reported. (Figure presented.).

Catalytic Recycling of a Th-H Bond via Single or Double Hydroboration of Inactivated Imines or Nitriles

The catalytic activity of the metallacycle thorium amide [(Me3Si)2N]2Th[κ2-(N,C)-CH2Si(CH3)2N(SiMe3)] (Th1) is presented for the selective dihydroboration of nitriles

Imido-hydrido complexes of Mo(IV): Catalysis and mechanistic aspects of hydroboration reactions

Imido-hydrido complexes (ArN)Mo(H)(Cl)(PMe3)3 (1) and (ArN)Mo(H)2(PMe3)3 (2) (Ar = 2,6-diisopropylphenyl) catalyse a variety of hydroboration reactions, including the rare examples of addition of HBCat to nitriles to form bis(borylated) amines RCH2N(BCat)2. Stoichiometric reactivity of complexes 1 and 2 with nitriles and HBCat suggest that catalytic reactions proceed via a series of agostic borylamido and borylamino complexes. For complex 1, catalysis starts with addition of nitriles across the Mo-H bond to give (ArN)Mo(Cl)(NCHR)(PMe3)2; whereas for complex 2 stoichiometric reactions suggest initial addition of HBCat to form the agostic complex Mo(H)2(PMe3)3(η3-NAr-HBcat) (16).

Catalytic hydroboration by an imido-hydrido complex of Mo(iv)

The imido-hydrido complex (ArN)Mo(H)(Cl)(PMe3)3 catalyses a variety of hydroboration reactions, including the first example of catalytic addition of HBCat to nitriles to form the bis(borylated) amines RCH2N(BCat)2/su