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The synthesis and characterization, using NMR ( 1 H and 13 C), infrared spectroscopy, and X-ray crystallography, of the ethene and carbon monoxide copper(i) complexes of hydridotris(3,5-diphenylpyrazol-1-yl)borate ([Tp Ph 2  ] - ) and the two new ligands hydridotris(3,5-bis(1-naphthyl)pyrazol-1-yl)borate ([Tp (1Nt) 2  ] - ) and hydridotris(3,5-bis-(2-naphthyl)pyrazol-1-yl)borate ([Tp (2Nt) 2  ] - ) are described. X-ray crystal structures are presented of [Cu(Tp Ph 2  )(C 2 H 4 )] and [Cu(Tp (2Nt) 2  )(C 2 H 4 )]. The compound [Cu(Tp Ph 2  )(C 2 H 4 )] features interactions between the protons of the ethene ligand and the π-electron clouds of the phenyl substituents that make up the binding pocket surrounding the copper(i) center. These dipolar interactions result in strongly upfield shifted signals of the ethene protons in 1 H-NMR. [Cu(Tp (1Nt) 2  )(CO)] and [Cu(Tp (2Nt) 2  )(CO)] were examined using infrared spectroscopy and were found to have CO stretching vibrations at 2076 and 2080 cm -1 respectively. The copper(i) carbonyl complexes form self-assembled monolayers when drop cast onto HOPG and thin multilayers of a few nanometers thickness when dip coated onto graphene. General macroscopic trends such as the different tendencies to crystallize observed in the complexes of the two naphthyl-substituted ligands appear to extend well to the nanoscale where a well-organized monolayer could be observed of [Cu(Tp (2Nt) 2  )(CO)].

dalton transactions

Extremely bulky copper(<scp>i</scp>) complexes of [HB(3,5-{1-naphthyl}2pz)3]− and [HB(3,5-{2-naphthyl}2pz)3]− and their self-assembly on graphene

Extremely bulky copper(i) complexes of [HB(3,5-{1-naphthyl}2pz)3]− and [HB(3,5-{2-naphthyl}2pz)3]− and their self-assembly on graphene

Extremely bulky copper(i) complexes of [HB(3,5-{1-naphthyl}₂pz)₃]⁻ and [HB(3,5-{2-naphthyl}₂pz)₃]⁻ and their self-assembly on graphene