The synthesis of mesitylene-derived 1,3 alternate [1.1.1.1] metacyclophanes functionalized with pendant methylene-phosphonic acid diethyl ester groups is described. The compounds were fully characterized by H-1, C-13 and P-31-NMR spectra and by FAB-MS spectroscopy. The preferred conformation in solution was established by NMR methods, whereas the solid state conformation of one of them, solved by X-ray diffraction techniques, is also reported. The macrocycle forms a lattice clathrate with cyclohexane in the ratio 1:2 (macrocycle over guest) and alternates with an additional molecule of water in a hydrogen-bonded 1D array.
The synthesis of mesitylene-derived 1,3 alternate [1.1.1.1] metacyclophanes functionalized with pendant methylene-phosphonic acid diethyl ester groups is described. The compounds were fully characterized by H-1, C-13 and P-31-NMR spectra and by FAB-MS spectroscopy. The preferred conformation in solution was established by NMR methods, whereas the solid state conformation of one of them, solved by X-ray diffraction techniques, is also reported. The macrocycle forms a lattice clathrate with cyclohexane in the ratio 1:2 (macrocycle over guest) and alternates with an additional molecule of water in a hydrogen-bonded 1D array.
Synthesis, NMR and X-ray structure of phosphorylated tetrameric metacyclophanes
CONSIGLIO, GIUSEPPE;FAILLA, Salvatore;
1999-01-01
Abstract
The synthesis of mesitylene-derived 1,3 alternate [1.1.1.1] metacyclophanes functionalized with pendant methylene-phosphonic acid diethyl ester groups is described. The compounds were fully characterized by H-1, C-13 and P-31-NMR spectra and by FAB-MS spectroscopy. The preferred conformation in solution was established by NMR methods, whereas the solid state conformation of one of them, solved by X-ray diffraction techniques, is also reported. The macrocycle forms a lattice clathrate with cyclohexane in the ratio 1:2 (macrocycle over guest) and alternates with an additional molecule of water in a hydrogen-bonded 1D array.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
