Three mono-substituted p-tert-butylcalix[7]arenes with various reactive substituents have been synthesised by treating p-tert-butylcalix[7]arene with doubly functional electrophiles. Two amino derivatives, 43-acetohydrazideoxy-p-tert-butylcalix[7]arene and 43-N-(2-aminoethyl)acetamideoxy-p-tert-butylcalix[7]arene were obtained by aminolysis of 43-ethoxycarbonylmethoxy-p-tert-butylcalix[7]arene with hydrazine hydrate or ethylene diamine in good yield.
For general reviews on calixarenes, see: (a) GutscheC.D., Calixarenes, StoddartJ.F., Ed.; RSC Monographs in Supramolecular Chemistry, Royal Society of Chemistry; Cambridge, 1989; (b) C.D. Gutsche, Calixarenes Revisited, J.F. Stoddart, Ed.; RSC Monographs in Supramolecular Chemistry, Royal Society of Chemistry; Cambridge, 1998; (c) Z. Asfari, V. Böhmer, J. Harrowfield and J. Vicens, Calixarenes 2001; Kluwer Academic: Dordrecht, 2001; pp 89-109. (d) V. Böhmer, Angew. Chem., Int. Ed. Engl., 1995, 34, 713.
2.
MartinoM., GregoliL., GaetaC., and NeriP., Org. Lett., 2002, 4, 1531.
3.
MartinoM., GaetaC., GregoliL., and NeriP., Tetrahedron Lett., 2002, 43, 9521.
4.
LuoZ.Y., GongS.L., ZhangC.L., ZhengQ., and ChenY.Y., Synlett, 2006, 795.
5.
MartinoM., and NeriP., Mini-Rev. Org. Chem., 2004, 1, 219.
6.
StewartD.R., and GutscheC.D., J. Am. Chem. Soc., 1999, 121, 4136.
7.
CunsoloF., ConsoliG.M.L., PiattelliM., and NeriP., J. Org. Chem., 1998, 63, 6852.
8.
OtsukaH., ArakiK., and ShinkaiS., J. Org. Chem., 1994, 59, 1542.
