Pramipexole drug was attached to the surface of multi-walled carbon nanotubes (MWCNTs) by reaction of acylated carbon nanotubes with pramipexole for the first time. The modified MWCNTs were characterized using Fourier transform infrared spectroscopy, transmission and scanning electron microscopies and CHNS analysis. The prepared pramipexole-MWCNTs were used for immobilization of palladium nanoparticles as a novel nanocatalyst. After characterization of the final nanocomposite, the pramipexole-MWCNTs/Pd was applied as a novel phosphinefree recyclable heterogeneous catalyst for Sonogashira reactions. Interestingly, the novel catalyst could be recovered and recycled five times without any significant loss in activity.KEYWORDS multi-walled carbon nanotubes, nanocatalyst, palladium, primapexole, Sonogashira
| INTRODUCTIONSince their discovery by Iijima, [1] carbon nanotubes (CNTs) have attracted great interest in many fields of science and nanotechnology due to their fascinating and unique optical, electrical, mechanical, chemical and thermal properties. [2,3] The tubular structure of CNTs makes them unique among different forms of carbon, and they can thus be exploited as an alternative material for catalyst support in heterogeneous catalysis [4] and in fuel cells due to the large surface area-to-volume ratio, excellent electronic conductivity and high chemical stability. [5][6][7][8][9][10][11][12][13][14] Consequently, the exceptional properties of CNTs made them ideal candidates for numerous applications in nanoelectronics, [15][16][17][18] catalysis, [19][20][21][22][23][24][25] diagnostics [26,27] and drug delivery. [28,29] Wildgoose et al. reviewed the recent developments in this area by exploring the various techniques to functionalize CNTs with metals and other nanoparticles and the diverse applications of the resulting materials. [30] However, the applications of CNTs have been impeded by their poor solubility in solvents and polymers, which originates from strong van der Waals attractions among CNTs. Without surface modification, most CNTs lack sufficient binding sites for anchoring precursor metal ions or metal nanoparticles, which usually leads to poor dispersion and aggregation of metal nanoparticles, especially at high loading conditions. Therefore, functionalization of CNTs is generally a prerequisite to further applications. According to the nature of the interaction between CNTs and functional groups, the functionalization of CNTs can be categorized into covalent and non-covalent functionalization.The immobilization methods used to deposit palladium into heterogeneous solid beds have been studied extensively, and diverse supports such as clay, [31] carbon nanofibres, [32] montmorillonite, [33] magnetic mesoporous silica, [34] zeolite [35] and metal oxides [36] have been investigated. A current challenge in this area is the development of efficient immobilized systems that can simultaneously fulfil the usual targets of achieving high turnover number values and facilitate recovery and reuse as well as...