Transfer hydrogenation of aldehydes and ketones catalyzed using an aminophosphinite POCN^H pincer complex of Ni(ii)

Abstract

The aminophosphinite pincer complex (POCNH)NiBr was found to effectively catalyze transfer hydrogenation of aldehydes and ketones with 2-propanol and KOtBu as a base, presenting a rare example of bifunctional nickel...

Transfer Hydrogenation of Aldehydes and Ketones in Air with Methanol and Ethanol by an Air-Stable Ruthenium–Triazole Complex

“…Although Meerwein–Ponndorf–Verley reduction has been widely utilized in both academic and industrial processes, the major drawbacks of this protocol are the requirement of a large amount of aluminum alkoxide reagent, unwanted side reactions, and moisture sensitivity of aluminum alkoxides. Over the last few decades, transfer hydrogenation of multiple bonds between carbon and heteroatoms (such as oxygen and nitrogen in carbonyls and imines, respectively) is a very active field of research and a large variety of homogeneous transition metal catalysts based on iron, − ruthenium, − osmium, − cobalt, − rhodium, − iridium, − nickel, − palladium, − and gold , have been developed. However, most of the efficient transfer hydrogenation protocols utilized ruthenium-, rhodium-, or iridium-based catalysts.…”

Catalytic Base‐Free Transfer Hydrogenation of Biomass Derived Furanic Aldehydes with Bioalcohols and PNP Pincer Complexes

“…The Ru-PNP and Ir-PNP family of complexes are excellent catalysts for the dehydrogenation of alcohols, hydrogen production and the hydrogenation of a large number of carbonylic functionalities, [24] including base-free transfer hydrogenation reactions. [3,18,25] Indeed, we have continuously contributed to these developments ourselves. [26] Herein, we show the use of these catalysts in the transfer hydrogenation of biobased furanic aldehydes in EtOH as hydrogen source and solvent owing to its accessibility from renewable biomass.…”

“…The Ru‐PNP and Ir‐PNP family of complexes are excellent catalysts for the dehydrogenation of alcohols, hydrogen production and the hydrogenation of a large number of carbonylic functionalities, [24] including base‐free transfer hydrogenation reactions [3,18,25] . Indeed, we have continuously contributed to these developments ourselves [26] .…”

Dipyrromethane–diphosphine: the effect of meso substituents on the formation of nickel complexes and on their performance in the transfer hydrogenation of ketones

“…19 The nickel-catalyzed transfer hydrogenation (TH) of an organic substrate attracts attention because nickel is earth abundant, its salts are cheap 20 and it follows different reaction pathways from its heavier congeners. 21 However, as far as we know, all reports of nickel complexes show elevated temperatures, [22][23][24][25][26][27][28][29][30][31][32] except for one report of room-temperature TH. 33 So there is room to improve the catalytic performance of a nickel complex in the TH area.…”

“…43.3 (s, meso-C), 28.9 (s, CH 2 CH 3 ),28.1 (d, J CP = 15.10, CH 2 ), 8.3 (s, CH 2 CH 3 ). 31 P{ 1 H} NMR (202.45 MHz, CDCl 3 ): δ = −14.7 (s).…”