title: Unprecedented meta-substitution of calixarenes: direct way to inherently chiral derivatives.
abstract: Electrophilic aromatic substitution in the calix[n]arene series is a well-established procedure leading exclusively to para-substituted derivatives. An unprecedented regioselectivity of the mercuration reaction leading to the meta-substituted calix[4]arenes is described. These compounds represent a new type of substitution pattern in classical calixarene chemistry and open the door for the straightforward synthesis of inherently chiral receptors based on calixarenes.
authors: Department of Organic Chemistry, Prague Institute of Chemical Technology , Technicka 6, 166 28 Prague 6, Czech Republic, Institute of Organic Chemistry and Biochemistry, v.v.i. Academy of Sciences of the Czech Republic , Flemingovo 2, 166 10 Prague 6, Czech Republic, Institute of Chemical Process Fundamentals, v.v.i. Academy of Sciences of the Czech Republic , Rozvojova 135, 165 02 Prague 6, Czech Republic, and Department of Inorganic Chemistry, Charles University , Hlavova 8, 128 43 Prague 2, Czech Republic.
authors: Petr
authors: P
authors: Slavik
authors: Miroslav
authors: M
authors: Dudic
authors: Karolina
authors: K
authors: Flidrova
authors: Jan
authors: J
authors: Sykora
authors: Ivana
authors: I
authors: Cisarova
authors: Stanislav
authors: S
authors: Böhm
authors: Pavel
authors: P
authors: Lhotak
mesh_terms: D047250:Calixarenes / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D017669:Mercury Compounds / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D017669:Mercury Compounds; D047250:Calixarenes