title: Experimental investigation of halogen-bond hard-soft acid-base complementarity.
abstract: The halogen bond (XB) is a topical noncovalent interaction of rapidly increasing importance. The XB employs a `soft' donor atom in comparison to the `hard' proton of the hydrogen bond (HB). This difference has led to the hypothesis that XBs can form more favorable interactions with `soft' bases than HBs. While computational studies have supported this suggestion, solution and solid-state data are lacking. Here, XB soft-soft complementarity is investigated with a bidentate receptor that shows similar associations with neutral carbonyls and heavy chalcogen analogs. The solution speciation and XB soft-soft complementarity is supported by four crystal structures containing neutral and anionic soft Lewis bases.
authors.affiliation: Department of Chemistry and Biochemistry, University of Montana, 32 Campus Dr, Missoula, MT 59812, USA.
authors.forename: Asia Marie S
authors.initials: AM
authors.lastname: Riel
authors.affiliation: Department of Chemistry and Biochemistry, University of Montana, 32 Campus Dr, Missoula, MT 59812, USA.
authors.forename: Morly J
authors.initials: MJ
authors.lastname: Jessop
authors.affiliation: Department of Chemistry and Biochemistry, University of Montana, 32 Campus Dr, Missoula, MT 59812, USA.
authors.forename: Daniel A
authors.initials: DA
authors.lastname: Decato
authors.affiliation: Department of Chemistry and Biochemistry, University of Montana, 32 Campus Dr, Missoula, MT 59812, USA.
authors.forename: Casey J
authors.initials: CJ
authors.lastname: Massena
authors.affiliation: Department of Chemistry and Biochemistry, University of Montana, 32 Campus Dr, Missoula, MT 59812, USA.
authors.forename: Vinicius R
authors.initials: VR
authors.lastname: Nascimento
authors.affiliation: Department of Chemistry and Biochemistry, University of Montana, 32 Campus Dr, Missoula, MT 59812, USA.
authors.forename: Orion B
authors.initials: OB
authors.lastname: Berryman
mesh_terms: D000838:Anions / Q000737:chemistry; D003460:Crystallization; D004126:Dimethylformamide / Q000737:chemistry / Q000378:metabolism; D006219:Halogens / Q000737:chemistry*; D006860:Hydrogen Bonding; D007454:Iodides / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy
chemical_list: D000838:Anions; D006219:Halogens; D007454:Iodides; D004126:Dimethylformamide
keywords: NMR titration; anion recognition; halogen bonding; hard–soft acid–base