Synlett 2024; 35(08): 930-934
DOI: 10.1055/a-2187-9368
cluster
Special Issue dedicated to Keith Fagnou

Microwave-Assisted Functionalization of Single-Walled Carbon Nanotubes as a Platform for a Supported Iridium Catalyst

Lesly V. Rodríguez-Flórez
a   Departamento de Química Orgánica and Institute of Organic Synthesis, Universidad de Alicante, Ctra. Alicante-San Vicente s/n, 03080-Alicante, Spain
b   Centro de Innovación en Química Avanzada (ORFEO-CINQA), Universidad de Alicante, Ctra. Alicante-San Vicente s/n, 03080-Alicante, Spain
,
María de Gracia Retamosa
a   Departamento de Química Orgánica and Institute of Organic Synthesis, Universidad de Alicante, Ctra. Alicante-San Vicente s/n, 03080-Alicante, Spain
b   Centro de Innovación en Química Avanzada (ORFEO-CINQA), Universidad de Alicante, Ctra. Alicante-San Vicente s/n, 03080-Alicante, Spain
,
Beatriz Martínez-Sánchez
c   Instituto Universitario de Materiales, University of Alicante, Ctra. Alicante-San Vicente s/n, E-03080 Alicante, Spain
,
Diego Cazorla-Amorós
c   Instituto Universitario de Materiales, University of Alicante, Ctra. Alicante-San Vicente s/n, E-03080 Alicante, Spain
,
Carmen Nájera
b   Centro de Innovación en Química Avanzada (ORFEO-CINQA), Universidad de Alicante, Ctra. Alicante-San Vicente s/n, 03080-Alicante, Spain
,
Miguel Yus
b   Centro de Innovación en Química Avanzada (ORFEO-CINQA), Universidad de Alicante, Ctra. Alicante-San Vicente s/n, 03080-Alicante, Spain
,
a   Departamento de Química Orgánica and Institute of Organic Synthesis, Universidad de Alicante, Ctra. Alicante-San Vicente s/n, 03080-Alicante, Spain
b   Centro de Innovación en Química Avanzada (ORFEO-CINQA), Universidad de Alicante, Ctra. Alicante-San Vicente s/n, 03080-Alicante, Spain
› Author Affiliations
We gratefully acknowledge financial support from the Spanish Ministerio de Ciencia, Innovación y Universidades (project RED2018-102387-T) the Spanish Ministerio de Economía, Industria y Competitividad, Agencia Estatal de Investigación (AEI) (MCIN/AEI/10.13039/501100011033) and Fondo Europeo de Desarrollo Regional (FEDER, EU) (projects CTQ2017-82935-P, PID2019-107268GB-I00 and PID2021-123079OB-I00), the Generalitat Valenciana (IDIFEDER/2021/013, GVA-COVID19/2021/079 and CIDEGENT/2020/058), Medalchemy S. L. (Medalchemy-18T) and the University of Alicante (VIGROB-068, UAUSTI21-05). LVR-F thanks Generalitat Valenciana for Grisolía´s fellowship (GRISOLIAP/2020/111).


Abstract

Single-walled carbon nanotubes (SWCNTs) were functionalized by treatment with imino esters through 1,3-dipolar cycloaddition activated by thermal 1,2-prototropy. The reaction was optimized and analyzed by using various heating methods. The functionalization afforded pyrrolidino-functionalized nanotubes that were characterized by using several techniques. The ester group was then transformed into the corresponding SWCNT–iridium carboxylate and, as a proof of concept, the product was tested as a catalyst in the hydrogen-transfer reaction of acetophenone to yield 1-phenylethanol.

Supporting Information



Publication History

Received: 30 August 2023

Accepted after revision: 09 October 2023

Accepted Manuscript online:
09 October 2023

Article published online:
20 November 2023

© 2023. Thieme. All rights reserved

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