Refernces
10.1007/s11172-008-0063-2
The research focuses on the synthesis and study of benzotriazolylsuccinimides, which are based on benzotriazole (Bt) and maleimides. The experiments involved the condensation of Bt with N-phenylmaleimide (PMI) in a melt at temperatures ranging from 120 to 220 °C. The reaction was conducted in a fluoroplast cup to prevent side reactions such as homopolymerization of maleimides. The products were analyzed using 1H and 13C NMR spectroscopy, which confirmed the formation of both (benzotriazol-1-yl) and (benzotriazol-2-yl)succinimides, with the latter being a minor product. Fourier-transform IR spectroscopy was also used to record the spectra of the synthesized compounds. The reactants included Bt, PMI, and various bismaleimides such as N,N'-hexamethylenebimaleimide (HMBMI), N,N'-methylene(4,4'-diphenyl)bimaleimide (MDPBMI), and N,N'-oxido(4,4'-diphenyl)bimaleimide (ODPBMI). The analyses showed that the reaction could proceed through two paths, leading to the formation of both types of succinimides, and also indicated the presence of residual maleimide fragments, suggesting the reaction was not complete under the studied conditions.
10.1246/cl.2008.1032
The research focuses on the synthesis of novel cobalt dithiolene complexes using a CpCoI-mediated Diels–Alder reaction. The purpose of the study was to develop a method for forming dimeric 1,3-dithiol-2-one derivatives with a spiro structure and subsequently generate new CpCo(dithiolene) complexes. The key chemicals used in the process include 4,5-bis(bromomethyl)-1,3-dithiol-2-one (1), CpCo(CO)2 (2), and N-phenylmaleimide. The researchers found that the reaction of 1 with CpCo(CO)2 under thermal conditions led to the formation of a dimeric 1,3-dithiol-2-one derivative (3) and a new CpCo(dithiolene) complex (4). The study concluded that CpCoI species not only facilitate the Diels–Alder reaction but also enable the successive formation of CpCo(dithiolene) complexes, providing a one-step synthesis method for these compounds, which are useful for syntheses of TTF derivatives and metal dithiolene complexes.
10.1021/jo00295a038
The research focuses on the synthesis and chemical reactions of thieno[2,3-c]pyrroles. The authors developed a novel method for synthesizing these compounds through a retro-malonate addition reaction, starting from 3-methyl-2-thiophenecarboxaldehyde and diethyl malonate. They also explored the Diels-Alder reactions of thieno[2,3-c]pyrroles with reactive dienophiles such as N-phenylmaleimide and dimethyl acetylenedicarboxylate, leading to the formation of cycloadducts. The study includes the synthesis of various N-substituted thieno[2,3-c]pyrroles and their subsequent reactions to produce compounds like benzo[b]thiophene. The research also investigates the free-energy barriers of inversion of the imine nitrogens in the cycloadducts using variable-temperature 'H NMR spectroscopy. The study provides valuable insights into the synthetic utility and reactivity of thieno[2,3-c]pyrroles, contributing to the field of organic chemistry and potentially to the development of new pharmaceuticals and electroconducting polymers.