Combined Experimental and Computational Mechanistic Investigation of the Palladium-Catalyzed Decarboxylative Cross-Coupling of Sodium Benzoates with Chloroarenes was written by Humke, Jenna N.;Daley, Ryan A.;Morrenzin, Aaron S.;Neufeldt, Sharon R.;Topczewski, Joseph J.. And the article was included in Journal of Organic Chemistry in 2021.COA of Formula: C8H6ClN This article mentions the following:
A mechanistic investigation into the palladium-catalyzed decarboxylative cross-coupling of sodium benzoates and chloroarenes was reported here. The reaction was found to be first-order in Pd. A minimal substituent effect was observed with respect to chloroarene, and the reaction was zero-order with respect to chloroarene. Palladium-mediated decarboxylation was assigned as the turnover-limiting step based on an Eyring plot and d. functional theory computations. Catalyst performance was found to vary based on the electrophile, which was best explained by catalyst decomposition at Pd(0). The 1,5-cyclooctadiene (COD) ligand contained in the precatalyst CODPd(CH2TMS)2 (Pd1) was shown to be a beneficial additive. The bench-stable Buchwald complex XPhosPdG2 could be used with exogenous COD and 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (XPhos) instead of complex Pd1. Adding exogenous XPhos significantly increased the catalyst turnover number and enhanced reproducibility. In the experiment, the researchers used many compounds, for example, 6-Chloro-1H-indole (cas: 17422-33-2COA of Formula: C8H6ClN).
6-Chloro-1H-indole (cas: 17422-33-2) belongs to indole derivatives. Indole produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.COA of Formula: C8H6ClN
Referemce:
Indole alkaloid derivatives as building blocks of natural products from聽Bacillus thuringiensis聽and聽Bacillus velezensis聽and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles