Hydroboration and reductive amination of ketones and aldehydes with HBpin by a bench stable Pd(ii)-catalyst

Abstract

We report the synthesis, characterisation, and catalytic application of a palladium (II) complex [(4-{1,2-C6H4(N=CH-C6H4O)2}Pd] (1) supported by a dianionic salen ligand [1,2-C6H4(N=CH-C6H4O)2]2- (L) as a molecular pre-catalyst for the hydroboration...

The transition metal-catalysed hydroboration reaction

“…In many cases for the hydroboration of carbonyls, the catalyst functions mainly as a Lewis acid, activating the carbonyl carbon for nucleophilic attack by the hydride of the borane reagent. A number of different transition metals have been used to catalyse this reaction, 430 including rhodium, 424,431 titanium, 401,402,[432][433][434][435][436][437][438] hafnium, 403 molybdenum, 325 silver, 406 cobalt, 169,[439][440][441][442] ruthenium, 404 palladium, 414,443 zinc, 412,413,444-450 iron, 415,[418][419][420]439,440,451,452 nickel, 409,410 manganese, 408,440,453 copper, 421,422 and yttrium. 454,455 Chiral diols combined with titanium(IV) complexes provide up to 99 : 1 enantiomeric ratios in the hydroboration of simple ketones with catecholborane.…”

Tailor-made isostructural copper(ii) and nickel(ii) complexes with a newly designed (N,N)-donor scaffold as functional mimics of alkaline phosphatase

“…Nowadays, earth-abundant transition metal-based coordination compounds have been emerging as promising functional materials having momentous applications in catalysis, magnetism, optoelectronics, conducting materials and others. [1][2][3][4][5][6] The participation of transition metal complexes in the living system, especially in various fundamental natural processes, from photosynthesis to respiration to nitrogen fixation, inspires synthetic coordination chemists to design smart bioinspired compounds aiming at promiscuous functionalities. 7 In this context, phosphoesterase enzyme, an important zinc-based metalloenzyme consisting of the coordination from histidine-N and aspartate-O, shows impressive biofunctions like RNA replication, DNA fragmentation, bone metabolism, and the bio-remediation of organophosphate pesticides.…”

“…23 The transition metals in coupling with Schiff bases show interesting properties and applications in designing molecular magnets, electrical-transport materials, smart catalysts, efficient chemosensors, etc. 5,6,[24][25][26][27][28] Therefore, scientists are actively engrossed in the design and synthesis of metal complexes along with their functional activities. Copper and nickel metal ions are considered biologically important metal ions.…”

Microwave‐Assisted Reductive Amination of Aldehydes and Ketones Over Rhodium‐Based Heterogeneous Catalysts

“…Metal-based catalysts are needed for both the nucleophilic addition to the carbonyl and the subsequent reduction step, especially when molecular hydrogen is involved. Reductive amination can be catalyzed by various transition metals, [19,20,21] even though precious metals such as Ru, [22][23][24] Pd [25,26] or Co [27,28] are the most commonly used. Despite its price, Rh also finds numerous applications for its remarkable activity and selectivity.…”