Synthesis of Calix[4]arene Triflates and Their Unusual Chemical Reactivity in Palladium-Catalyzed Reactions

Autor: John N. Bridson, Sultan Chowdhury, Paris E. Georghiou
Rok vydání: 2000
Předmět:
Zdroj: The Journal of Organic Chemistry. 65:3299-3302
ISSN: 1520-6904
0022-3263
DOI: 10.1021/jo000003u
Popis: The formation of p-tert-butylcalix[4]arene mono-, bis-, tris-, and tetrakistriflates 3, 2, 4, and 5, respectively, and their respective reactions, under typical Pd-catalyzed carbonylative, Suzuki-Miyaura coupling, or deoxygenation conditions are described. A novel, nonsolvent-derived 1:1 clathrate (6) of benzophenone and 3 was formed from the palladium-catalyzed carbonylative reaction of phenylboronic acid and 2. The X-ray crystal structure of this first nonsolvent-derived clathrate of a calix[4]arene derivative is reported. Another 1:1 clathrate of triethylamine and 3 was formed during the attempted Pd-catalyzed deoxygenation of 2.
Databáze: OpenAIRE