Enantioselective synthesis of D-lactic acid via chemocatalysis using MgO: Experimental and molecular-based rationalization of the triose's reactivity and preliminary insights with raw biomass
Applied Catalysis B: Environmental, ISSN: 0926-3373, Vol: 292, Page: 120145
2021
- 56Citations
- 12Captures
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Example: if you select the 1-year option for an article published in 2019 and a metric category shows 90%, that means that the article or review is performing better than 90% of the other articles/reviews published in that journal in 2019. If you select the 3-year option for the same article published in 2019 and the metric category shows 90%, that means that the article or review is performing better than 90% of the other articles/reviews published in that journal in 2019, 2018 and 2017.
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Article Description
The widespread applications of d -lactic acid (D-LaA) significantly prompted the research of its synthesis from renewable biomass via chemo-catalysis. Herein, we developed a robust but simple MgO- d -LaA system without using extra chiral ligand, achieving the highest LaA yield ∼90 % with ∼75 % enantiomeric excess (ee) value to d -LaA from dihydroxyacetone, glyceraldehyde, and pyruvaldehyde. The experimental and quantum chemistry computational results revealed that MgO and d -LaA presented a pronounced synergetic effect, where pre-added d -LaA provided suitable pH to promote [Mg(OH)(H 2 O) 3 ] + formation, acting as the active species to facilitate the production of pyruvaldehyde, from dihydroxyacetone and glyceraldehyde. d -LaA interacted with Mg II species forming a chiral pocket-like complex, Mg II -2(D-Lactate), which combined to pyruvaldehyde giving the transition state with lower strain energy due to the smaller steric repulsion, thus enabling 1, 2-H shift of hydrated-pyruvaldehyde preferentially via si -face attack, leading to d -LaA. The catalytic system could also be applied for the conversion of raw corn stover.
Bibliographic Details
http://www.sciencedirect.com/science/article/pii/S092633732100271X; http://dx.doi.org/10.1016/j.apcatb.2021.120145; http://www.scopus.com/inward/record.url?partnerID=HzOxMe3b&scp=85103290666&origin=inward; https://linkinghub.elsevier.com/retrieve/pii/S092633732100271X; https://dx.doi.org/10.1016/j.apcatb.2021.120145
Elsevier BV
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