Transfer hydrogenation of ketone; an <i>in situ</i> approach toward an eco-friendly reduction

Onisuru, Oluwatayo Racheal; Fapojuwo, Dele Peter; Oseghale, Charles O.; Alimi, Oyekunle Azeez; Meijboom, Reinout

doi:10.1039/d2ra02701a

Cited by 1 publication

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References 54 publications

(75 reference statements)

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“…For this study, the process mass intensity (PMI) reaction of 97.3 and 166.2 by co-cultivation strategy and conventional method was calculated. Comparatively, the work of Onisuru et al and Kolcsár, Szőllősi by using organometallic catalysts had also been assessed, with the PMI reaction of 272.6 and 2499.4, respectively. , Analysis of PMI results expressed the eco-friendliness of the co-cultivation strategy regarding other data in the literature and exhibited the potential of this novel biocatalytic method on the preparation of aryl alcohol. The analysis of green chemistry metrics on different above methods are supported in the Supporting Information Spreadsheet.…”

Section: Resultsmentioning

confidence: 93%

New Strategy for Effective Biosynthesis of Chiral Aryl Alcohols: Co-Cultivation Microbe with Natural Deep-Eutectic Solvent

Qian

Liu

et al. 2023

ACS Sustainable Chem. Eng.

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In this study, a new strategy was developed for efficient synthesis of chiral aryl alcohols mediated by permeabilizing whole-cell catalyzed bioreduction. The permeabilized biocatalyst was prepared via co-cultivation microbial cells with natural deep-eutectic solvent (NADES) in their growth period, and the bioreductive efficiency was significantly enhanced due to the improvement of cell permeability for overcoming mass-transfer limitation in the reduction of prochiral ketones. This approach was successfully employed in the model reaction of 2-chloro-1-(3,4-difluorophenyl)ethanone to (S)-2-chloro-1-(3,4-difluorophenyl)ethanol [(S)-CFPL] with newly isolated Geotrichum candidum ZJPH1907 in a Tween 80-containing buffer system. Compared to the conventional NADES addition in reaction system as co-solvent, a much higher catalytic yield (98.7% vs 62.5%) was achieved with good enantioselectivity via a co-cultivation strategy, in which the permeabilizing biocatalyst was obtained by co-incubation G. candidum cells with 0.5% (w/v) choline chloride/lysine (ChCl/Lys) (molar ratio 1:2). The developed new strategy was concise, feasible, and eco-friendly through the analysis of green chemistry metric, and the catalytic efficiencies were also enhanced in the bioreduction of other aryl ketones. This work provides a new understanding of NADES in biocatalysis and broadens its application.

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Section: Resultsmentioning

confidence: 93%

New Strategy for Effective Biosynthesis of Chiral Aryl Alcohols: Co-Cultivation Microbe with Natural Deep-Eutectic Solvent

Qian

Liu

et al. 2023

ACS Sustainable Chem. Eng.

View full text Add to dashboard Cite

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Transfer hydrogenation of ketone; an in situ approach toward an eco-friendly reduction

Abstract: The use of water as a solvent in chemical reactions has recently been brought to public attention, especially in the exploration of eco-friendly procedures.

Cited by 1 publication

References 54 publications

New Strategy for Effective Biosynthesis of Chiral Aryl Alcohols: Co-Cultivation Microbe with Natural Deep-Eutectic Solvent

New Strategy for Effective Biosynthesis of Chiral Aryl Alcohols: Co-Cultivation Microbe with Natural Deep-Eutectic Solvent

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