title: Helquat-induced chiroselective aggregation of Au NPs.
abstract: Au nanoparticles (NPs) are functionalized with chiral (R) or (S) binaphthol phenylboronic acid ligands, (1a) or (1b). The (R)- or (S)-binaphthol phenylboronic acid ligands form donor-acceptor complexes with the chiral dicationic helicene, helquat (P)-HQ(2+) or (M)-HQ(2+), (2a) or (2b). The association constants between (1a)/(2a) and (1a)/(2b) correspond to (7.0 ± 0.5) × 10(5) M(-1) and (2.5 ± 0.3) × 10(5) M(-1), respectively, whereas the association constants between (1b)/(2b) and (1b)/(2a) correspond to (4.0 ± 0.5) × 10(5) M(-1) and (1.8 ± 0.3) × 10(5) M(-1), respectively. Chiroselective aggregation of chiral binaphthol phenylboronic acid-capped Au NPs triggered by the chiral helquats, is demonstrated.
authors.affiliation: Institute of Chemistry, Center for Nanoscience and Nanotechnology, The Hebrew University of Jerusalem, Jerusalem 91904, Israel.
authors.forename: Dora
authors.initials: D
authors.lastname: Balogh
authors.forename: Zhanxia
authors.initials: Z
authors.lastname: Zhang
authors.forename: Alessandro
authors.initials: A
authors.lastname: Cecconello
authors.forename: Jan
authors.initials: J
authors.lastname: Vavra
authors.forename: Lukas
authors.initials: L
authors.lastname: Severa
authors.forename: Filip
authors.initials: F
authors.lastname: Teply
authors.forename: Itamar
authors.initials: I
authors.lastname: Willner
mesh_terms: D001897:Boronic Acids / Q000737:chemistry; D002942:Circular Dichroism; D004583:Electrons; D004952:Esters; D006576:Heterocyclic Compounds, 4 or More Rings / Q000737:chemistry*; D008024:Ligands; D053768:Metal Nanoparticles / Q000737:chemistry*; D008956:Models, Chemical; D053761:Nanocomposites / Q000737:chemistry; D036103:Nanotechnology / Q000379:methods; D009284:Naphthols / Q000737:chemistry*; D012834:Silver / Q000737:chemistry*; D012997:Solvents; D013056:Spectrophotometry, Ultraviolet / Q000379:methods; D013237:Stereoisomerism; D020349:Surface Plasmon Resonance; D013997:Time Factors
chemical_list: D001897:Boronic Acids; D004952:Esters; D006576:Heterocyclic Compounds, 4 or More Rings; D008024:Ligands; D009284:Naphthols; D012997:Solvents; D012834:Silver; C010686:benzeneboronic acid