CALIXARENES WITH EXO-HYDROXY GROUPS - SYNTHESIS, CRYSTAL AND MOLECULAR-STRUCTURE OF ORTHO-TERT-BUTYLPHENOL-BASED CALIX[4]-ARENE, CALIX[6]-ARENE AND CALIX[8]ARENES
G. Sartori et al., CALIXARENES WITH EXO-HYDROXY GROUPS - SYNTHESIS, CRYSTAL AND MOLECULAR-STRUCTURE OF ORTHO-TERT-BUTYLPHENOL-BASED CALIX[4]-ARENE, CALIX[6]-ARENE AND CALIX[8]ARENES, Tetrahedron, 53(9), 1997, pp. 3287-3300
Orhto-tert-butylcalixnrenes 3, 4 and 5 with exo-hydroxy groups were sy
nthesised by tin tetrachloride-promoted condensation of 2,2'-dihydroxy
-3,3'-di-tert-butyldiphenylmethane 6 with formaldehyde. While H-1 NMR
analysis of compounds 3, 4 and 5 revealed a considerable annular flexi
bility in CDCl3 solution, their X-ray single crystal analysis showed t
he presence of a strong intramolecular hydrogen bonds between the prox
imal OH groups. (C) 1997 Elsevier Science Ltd.