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

Authors

  • 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
  • José M. Sansano

    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

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).


Graphical Abstract

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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

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