Synthesis, structure, and complexation properties of partially and completely reduced meso-octamethylporphyrinogens (calix[4]pyrroles).
New tricks for an old dog: Calixpyrroles bind anions efficiently and can be transformed into transition-metal complexes only under forcing conditions. Reducing the macrocycle creates a ligand that easily forms classical Werner complexes with copper, nickel, and palladium ions. The metal complexes present an array of four directed hydrogen bonds, which specifically bind the counterions (see picture; blue N, white H, green Cl, red Cu, Ni, or Pd).
Blangy
Valeria
V
Institut de Chimie, Université de Neuchâtel rue Emile-Argand 11, 2009 Neuchâtel, Switzerland.
Heiss
Christoph
C
Khlebnikov
Vsevolod
V
Letondor
Christophe
C
Stoeckli-Evans
Helen
H
Neier
Reinhard
R
D047250:Calixarenes / Q000138:chemical synthesis / Q000737:chemistry*; D003300:Copper / Q000737:chemistry; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D008968:Molecular Conformation; D009532:Nickel / Q000737:chemistry; D010165:Palladium / Q000737:chemistry; D011166:Porphyrins / Q000138:chemical synthesis / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization
D011166:Porphyrins; C469811:calix(4)pyrrole; D047250:Calixarenes; D010165:Palladium; D003300:Copper; D009532:Nickel