Dimethyl 2-(4-nitrophenyl)malonate(cas: 4033-88-9) belongs to esters. They are important in biology, being one of the main classes of lipids and comprising the bulk of animal fats and vegetable oils.Electric Literature of C11H11NO6 They perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Polyesters are important plastics, with monomers linked by ester moieties.
Electric Literature of C11H11NO6On March 18, 2022, Lee, Richmond; Eric Chao, Chi Bong; Ban, Xu; Tan, Siu Min; Yu, Haibo; Hyland, Christopher J. T.; Tan, Choon-Hong published an article in Journal of Organic Chemistry. The article was 《Direct SN2 or SN2X Manifold-Mechanistic Study of Ion-Pair-Catalyzed Carbon(sp3)-Carbon(sp3) Bond Formation》. The article mentions the following:
D. functional theory (DFT) is used in this work to predict the mechanism for constructing congested quaternary-quaternary carbon(sp3)-carbon(sp3) bonds in a pentanidium-catalyzed substitution reaction. Computational mechanistic studies were carried out to investigate the proposed SN2X manifold, which consists of two primary elementary steps: halogen atom transfer (XAT) and subsequent SN2. For the first calculated model on original exptl. substrates, XAT reaction barriers were more kinetically competitive than an SN2 pathway and connect to thermodynamically stable intermediates. Extensive computational screening modeling was then done on various substrate combinations designed to study the steric influence and to understand the mechanistic rationale, and calculations reveal that sterically congested substrates prefer the SN2X manifold over SN2. Different halides as leaving groups were also screened, and it was found that the reactivity increases in the order of I > Br > Cl > F, in agreement with the strength of C-X bonds. However, DFT modeling suggests that chlorides can be a viable substrate for the SN2X process, which should be further explored exptl. ONIOM calculations on the full catalyst model predicted the correct stereochem. outcome, and further catalyst screening with cationic Me4N+ and K+ predicted that pentanidium is still the choice for SN2X C-C bond formation. In the experiment, the researchers used Dimethyl 2-(4-nitrophenyl)malonate(cas: 4033-88-9Electric Literature of C11H11NO6)
Dimethyl 2-(4-nitrophenyl)malonate(cas: 4033-88-9) belongs to esters. They are important in biology, being one of the main classes of lipids and comprising the bulk of animal fats and vegetable oils.Electric Literature of C11H11NO6 They perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Polyesters are important plastics, with monomers linked by ester moieties.
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics