Abstract:3-Acetyl-6-(o-methyl benzoyl)-N-ethylcarbazole was prepared through successive o-methyl benzoylation and acetylation of N-ethylcarbazole in one pot. The overall yield was 85.6% and the structure was confirmed by 1 H-NMR and 13 C-NMR. A preliminary investigation had also been carried out on the mechanism of the o-methyl benzoylation of N-ethylcarbazole.
“…In our previous study [13], the side reaction of diacylation at the 3-and 6-positions of N-ethylcarbazole is effectively inhibited by reaction-condition control. This study focuses on the steps of oximation and esterification.…”
Section: Introductionmentioning
confidence: 95%
“…Key intermediate 3-acetyl-6-(o-methylbenzoyl)-N-ethylcarbazole was synthesized from N-ethylcarbazole referring to our previous study [13].…”
Section: One-pot Successive O-methyl Benzoylation and Acetylationmentioning
confidence: 99%
“…Many typical synthetic methods for carbazole oxime ester photoinitiator [13,14] have been reported with the general process as shown in Scheme 1. In such a process, by-products with the symmetrical acyl group are easily produced during acylation, and they are very hard to separate from each other because of their similar structures.…”
1-{6-(2-Methylbenzoyl)-N-ethylcarbazole-3-yl}-ethane-1-one oxime O-acetate, an excellent two-photon carbazole photoinitiator, was synthesized with moderate yield (76.9%) starting from the successive o-methyl benzoylation and acetylation of N-ethylcarbazole, followed by oximation and esterification in the article. The structure was confirmed by 1 H-NMR, 13 C-NMR, and IR. The by-product acetic acid in the neutralization of hydroxylamine hydrochloride is effectively utilized in esterification with the aid of the one-pot process. In particular, the phase transfer technique is applied to overcome the deficiency of low reaction rate caused by heterogeneous reaction conditions in esterification.
“…In our previous study [13], the side reaction of diacylation at the 3-and 6-positions of N-ethylcarbazole is effectively inhibited by reaction-condition control. This study focuses on the steps of oximation and esterification.…”
Section: Introductionmentioning
confidence: 95%
“…Key intermediate 3-acetyl-6-(o-methylbenzoyl)-N-ethylcarbazole was synthesized from N-ethylcarbazole referring to our previous study [13].…”
Section: One-pot Successive O-methyl Benzoylation and Acetylationmentioning
confidence: 99%
“…Many typical synthetic methods for carbazole oxime ester photoinitiator [13,14] have been reported with the general process as shown in Scheme 1. In such a process, by-products with the symmetrical acyl group are easily produced during acylation, and they are very hard to separate from each other because of their similar structures.…”
1-{6-(2-Methylbenzoyl)-N-ethylcarbazole-3-yl}-ethane-1-one oxime O-acetate, an excellent two-photon carbazole photoinitiator, was synthesized with moderate yield (76.9%) starting from the successive o-methyl benzoylation and acetylation of N-ethylcarbazole, followed by oximation and esterification in the article. The structure was confirmed by 1 H-NMR, 13 C-NMR, and IR. The by-product acetic acid in the neutralization of hydroxylamine hydrochloride is effectively utilized in esterification with the aid of the one-pot process. In particular, the phase transfer technique is applied to overcome the deficiency of low reaction rate caused by heterogeneous reaction conditions in esterification.
Hydrogen energy is considered to be a desired energy storage carrier because of its high-energy density, extensive sources, and is environmentally friendly. The development of hydrogen storage material, especially liquid organic hydrogen carrier (LOHC), has drawn intensive attention to address the problem of hydrogen utilization. Hydrogen carrier is a material that can reversibly absorb and release hydrogen using catalysts at elevated temperature, in which LOHC mainly relies on the covalent bonding of hydrogen during storage to facilitate long-distance transportation and treatment. In this review, the chemical properties and state-of-the-art of LOHCs were investigated and discussed. It reviews the latest research progress with regard to liquid organic hydrogen storage materials, namely N-ethylcarbazole, and the recent progress in the preparation of efficient catalysts for N-ethylcarbazole dehydrogenation by using metal multiphase catalysts supported by carbon–nitrogen materials is expounded. Several approaches have been considered to obtain efficient catalysts such as increasing the surface area of the support, optimizing particle size, and enhancing the porous structure of the support. This review provides a new direction for the research of hydrogen storage materials and considerations for follow-up research.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.