Di, X.; Zhang, X.; Wang, Y.; Wang, Y.; Lai, C.; Wu, X.; Liu, P.; Liu, S.; Gao, R. Catalysis of Henry Reaction by Plasmid DNA. Preprints2018, 2018110313. https://doi.org/10.20944/preprints201811.0313.v1
APA Style
Di, X., Zhang, X., Wang, Y., Wang, Y., Lai, C., Wu, X., Liu, P., Liu, S., & Gao, R. (2018). Catalysis of Henry Reaction by Plasmid DNA. Preprints. https://doi.org/10.20944/preprints201811.0313.v1
Chicago/Turabian Style
Di, X., Shuang Liu and Renjun Gao. 2018 "Catalysis of Henry Reaction by Plasmid DNA" Preprints. https://doi.org/10.20944/preprints201811.0313.v1
Abstract
This work demonstrates that a plasmid can function as an efficient biocatalyst in mediating the nitroaldol (Henry) reaction at high temperatures in ultrapure water. Compared with ssDNA, the plasmid displayed a remarkable catalytic efficiency (97% yield within 20 min). Aromatic aldehydes which bear strong or moderate electron-withdrawing groups reacted satisfactorily with nitromethane, which afforded the corresponding β-nitroalcohols in good yields within 2 h (up to 98%). By contrast, aliphatic and aromatic aldehydes with electron-donating groups did not react. Moreover, the yield significantly dropped when the size of the carbanion increased, and the yield was only 10% when nitropropane was used as the donor.
Keywords
ssDNA; plasmid; pcDNA3.1; Henry Reaction; C-C bond formation
Subject
Chemistry and Materials Science, Organic Chemistry
Copyright:
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
