Amino-Functionalized Multiwall Carbon Nanotubes as Efficient Basic Catalysts for the Formation of γ-Lactams: Synthesis of N-1-Heptenyl-2-pyrrolidinone

氨基功能化的多壁碳纳米管作为 γ-内酰胺形成的高效碱性催化剂:N-1-庚烯基-2-吡咯烷酮的合成

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作者:Niurka Barrios-Bermúdez, Arisbel Cerpa-Naranjo, María Luisa Rojas-Cervantes

Abstract

In this work, we prepared a series of N-functionalized carbon nanotubes by means of a process of acylation-amidation of commercial multiwall carbon nanotubes that were previously pre-oxidized with nitric acid. Three different amines, butylamine, N,N-dimethyl ethylenediamine, and ethylenediamine, were used in the process. The characterization of samples by several techniques probed the incorporation of nitrogen atoms to the carbon nanotubes, especially in the case of ethylenediamine. The solids were tested as catalysts in the synthesis of N-1-heptenyl-2-pyrrolidinone, included in the group of a γ-lactams, compounds that show important biological properties. The most active catalyst was that prepared with butylamine, which exhibited the highest SBET and Vpore values and contained an amount of nitrogen that was intermediate between that of the other two catalysts. A yield of 60% to N-1-heptenyl-2-pyrrolidinone was achieved after 3 h at 120 °C under free-solvent conditions. This catalyst could be used in four consecutive cycles without significant activity loss.

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