An experimental re-investigation of the role of aromatic-aromatic interactions in a templated synthesis of a macrocyclic pseudopeptide.
The experimental re-investigation of a reported synthesis of a macrocyclic pseudopeptide promoted by bis(tetrabutylammonium)terephthalate allowed us to elucidate the nature of the non-bonding interactions between the reagents and the template; while the involvement of aromatic-aromatic interactions could be ruled out, the relevance of the role of the carboxylate ion was confirmed.
Dell'Anna
Gianmaria
G
Dipartimento di Chimica Organica e Industriale Universita' degli Studi di Milano, Via Golgi 19, I-20133 Milano, Italy.
Benaglia
Maurizio
M
Raimondi
Laura
L
Cozzi
Franco
F
D002264:Carboxylic Acids / Q000737:chemistry; D006841:Hydrocarbons, Aromatic / Q000737:chemistry; D006860:Hydrogen Bonding; D010456:Peptides, Cyclic / Q000138:chemical synthesis / Q000737:chemistry*; D000644:Quaternary Ammonium Compounds / Q000737:chemistry
D002264:Carboxylic Acids; D006841:Hydrocarbons, Aromatic; D010456:Peptides, Cyclic; D000644:Quaternary Ammonium Compounds