Rigid tetranitroresorcinarenes.
[reaction: see text]. o-alkylation of C2V-symmetrical resorcinarene tetraesters 2 with 2 equiv of 1,3-difluoro-4,6-dinitrobenzene readily affords conformationally rigid octanitro resorcinarene 3, which is a potential scaffold for the design of supramolecular structures.
Shivanyuk
Alexander
A
The Skaggs Institute for Chemical Biology and The Department of Chemistry, The Scripps Research Institute, MB-26, 10550 North Torrey Pines Rd., La Jolla, California 92037, USA.
Far
Adel Rafai
AR
Rebek
Julius
J
D000478:Alkylation; D018360:Crystallography, X-Ray; D004139:Dinitrofluorobenzene / Q000031:analogs & derivatives* / Q000737:chemistry; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D008968:Molecular Conformation; D009574:Nitro Compounds / Q000737:chemistry*; D012118:Resorcinols / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
D007202:Indicators and Reagents; D009574:Nitro Compounds; D012118:Resorcinols; D004139:Dinitrofluorobenzene; C002041:1,5-difluoro-2,4-dinitrobenzene