title: Crystallographic insights into the structural aspects of thioctic acid based halogen-bond donor for the functionalization of gold nanoparticles.
abstract: The synthesis and self-assembly capabilities of a new halogen-bond donor ligand, 2,3,5,6-tetrafluoro-4-iodophenyl 5-(1,2-dithiolan-3-yl)pentanoate (1), are reported. The crystal structure of ligand (1) and the formation of a cocrystal with 1,2-di(4-pyridyl)ethylene, (1)·(2), both show halogen bonds involving the 4-iodotetrafluorobenzene moiety. Ligand (1), being a self-complementary unit, forms an infinite halogen-bonded chain driven by the S...I synthon, while the cocrystal (1)·(2) self-assembles into a discrete trimeric entity driven by the N...I synthon. Ligand (1) was also successfully used to functionalize the surface of gold nanoparticles, AuNP-(1). Experiments on the dispersibility profile of AuNP-(1) demonstrated the potential of halogen bonding in facilitating the dispersion of modified NPs with halogen-bond donors in pyridine.
authors.affiliation: Department of Chemistry, Materials, and Chemical Engineering `Giulio Natta', Politecnico di Milano, Via L. Mancinelli 7, 20131 Milano, Italy.
authors.forename: Kavitha Buntara
authors.initials: KB
authors.lastname: Sanjeeva
authors.affiliation: Department of Chemistry, Materials, and Chemical Engineering `Giulio Natta', Politecnico di Milano, Via L. Mancinelli 7, 20131 Milano, Italy.
authors.forename: Ilaria
authors.initials: I
authors.lastname: Tirotta
authors.affiliation: Department of Chemistry, Materials, and Chemical Engineering `Giulio Natta', Politecnico di Milano, Via L. Mancinelli 7, 20131 Milano, Italy.
authors.forename: Vijith
authors.initials: V
authors.lastname: Kumar
authors.affiliation: Department of Chemistry, Materials, and Chemical Engineering `Giulio Natta', Politecnico di Milano, Via L. Mancinelli 7, 20131 Milano, Italy.
authors.forename: Francesca Baldelli
authors.initials: FB
authors.lastname: Bombelli
authors.affiliation: Department of Chemistry, Materials, and Chemical Engineering `Giulio Natta', Politecnico di Milano, Via L. Mancinelli 7, 20131 Milano, Italy.
authors.forename: Giancarlo
authors.initials: G
authors.lastname: Terraneo
authors.affiliation: Department of Chemistry, Materials, and Chemical Engineering `Giulio Natta', Politecnico di Milano, Via L. Mancinelli 7, 20131 Milano, Italy.
authors.forename: Pierangelo
authors.initials: P
authors.lastname: Metrangolo
keywords: gold nanoparticles; halogen bonding; self-assembly; surface functionalization