title: Binding of rhodamine B and kiton red S to cucurbit[7]uril: density functional investigations.
abstract: The binding of the laser dyes rhodamine B (RhB) and sulforhodamine B (kiton red S or KRS) to a cucurbit[7]uril (CB[7]) host has been investigated using density functional theory. Both guests (RhB and KRS) contain two N,N-diethylamino groups on a xanthene core. The lowest-energy structure of these host-guest complexes has one of the N,N-diethylamino groups encapsulated within the host cavity, that engenders C-H···O interactions with portals, while the remaining noninteracting diethylamino group resides outside the cavity. The (1)H NMR chemical shifts derived using the gauge-independent atomic orbital method are consistent with those observed in experiments.
authors.affiliation: Department of Chemistry, University of Pune, Pune, 411 007, India.
authors.forename: Jayshree K
authors.initials: JK
authors.lastname: Khedkar
authors.forename: Krishna K
authors.initials: KK
authors.lastname: Jagtap
authors.forename: Rahul V
authors.initials: RV
authors.lastname: Pinjari
authors.forename: Alok Kumar
authors.initials: AK
authors.lastname: Ray
authors.forename: Shridhar P
authors.initials: SP
authors.lastname: Gejji
mesh_terms: D001952:Bridged-Ring Compounds / Q000737:chemistry*; D003198:Computer Simulation; D005456:Fluorescent Dyes / Q000737:chemistry*; D006860:Hydrogen Bonding; D007093:Imidazoles / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D011789:Quantum Theory; D012235:Rhodamines / Q000737:chemistry*; D013816:Thermodynamics; D047028:Macrocyclic Compounds; D000099246:Cucurbit(n)urils
chemical_list: D001952:Bridged-Ring Compounds; D005456:Fluorescent Dyes; D007093:Imidazoles; D012235:Rhodamines; C456276:cucurbit(7)uril; D047028:Macrocyclic Compounds; D000099246:Cucurbit(n)urils; C022027:lissamine rhodamine B; C029773:rhodamine B