0385610 - ÚOCHB 2013 RIV US eng J - Journal Article
Balogh, D. - Zhang, Z. - Cecconello, A. - Vávra, Jan - Severa, Lukáš - Teplý, Filip - Willner, I.
Helquat-Induced Chiroselective Aggregation of Au NPs.
Nano Letters. Roč. 12, č. 11 (2012), s. 5835-5839. ISSN 1530-6984. E-ISSN 1530-6992
R&D Projects: GA ČR GAP207/10/2391
Grant - others:FP7(XE) 267574
Institutional support: RVO:61388963
Keywords : nanoparticles * chirality * aggregation * donor-acceptor interactions * binaphthol phenylboronic acid * helquat
Subject RIV: CC - Organic Chemistry
Impact factor: 13.025, year: 2012

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)-HQ2+ or (M)-HQ2+, (2a) or (2b). The association constants between (1a)/(2a) and (1a)/(2b) correspond to (7.0 +/- 0.5) x 105 M-1 and (2.5 +/- 0.3) x 105 M-1, respectively, whereas the association constants between (1b)/(2b) and (1b)/(2a) correspond to (4.0 +/- 0.5)x 105 M-1 and (1.8 +/- 0.3)x 105 M-1, respectively. Chiroselective aggregation of chiral binaphthol phenylboronic acid-capped Au NPs triggered by the chiral helquats, is demonstrated.
Permanent Link: http://hdl.handle.net/11104/0007475