6533b86dfe1ef96bd12c9723

RESEARCH PRODUCT

Construction of green nanostructured heterogeneous catalysts via non-covalent surface decoration of multi-walled carbon nanotubes with Pd(II) complexes of azamacrocycles

Paloma Arranz-mascarósMatteo SavastanoAntonio BianchiEnrique García-españaMaria Luz Godino-salidoM.d. Gutierrez-valeroRafael López-garzónMario InclánCarla BazzicalupiMari Paz Clares

subject

ChemistryAzamacrocycles Hybrid materials Multi-walled carbon nanotubes Non-covalent functionalization Palladium(II) catalysis Sonogashira cross coupling CatalysisSonogashira coupling02 engineering and technologyCarbon nanotube010402 general chemistry021001 nanoscience & nanotechnology01 natural sciencesCatalysis0104 chemical scienceslaw.inventionCatalysisResidue (chemistry)Chemical engineeringlawCovalent bondChemisorptionMoietyOrganic chemistryPhysical and Theoretical Chemistry0210 nano-technologyHybrid material

description

Abstract Green nanostructured heterogeneous catalysts were prepared via a bottom-up strategy. Designed ligands were synthesized joining covalently an electrondeficient pyrimidine residue and a scorpiand azamacrocycle. The desired molecular properties were easily transferred to nanostructured materials in two steps: first, exploiting their spontaneous chemisorption onto multi-walled carbon nanotubes (MWCNTs) via the pyrimidinic moiety in water at room temperature, then, taking advantage of the easy coordination of Pd(II) to the azamacrocycle in the same conditions. An evenly distribution of catalytic centres was obtained on the MWCNTs surface. Catalytic properties of these materials were assessed toward the Cu-free Sonogashira cross-coupling, leading to significant improvements in terms of yields and reaction conditions, especially when considering the possibility to maintain yields of 90%, or above, in a feasible amount of time (2 h), while working under green conditions (water, 50 °C, aerobic atmosphere). The catalysts proved to be reusable for several cycles with good yields.

10.1016/j.jcat.2017.07.023http://hdl.handle.net/2158/1093963