Synthesis of functionalized oxacalix[4]arenes.
Tetranitrooxacalix[4]arenes are generated in high yield by the room-temperature S(N)Ar reaction of 1,3-dihydroxybenzenes with 1,5-difluoro-2,4-dinitrobenzene. The reaction is tolerant to a range of functionality on the nucleophilic component, including hydroxyl-substitution at the 2- and 5-positions, which yields previously unknown 26,28- and 5,17-dihydroxyoxacalix[4]arenes.
Katz
Jeffrey L
JL
Department of Chemistry, Colby College, 5754 Mayflower Hill, Waterville, Maine 04901, USA. jlkatz@colby.edu
Feldman
Michael B
MB
Conry
Rebecca R
RR