TY - JOUR
T1 - Procedures for the selective alkylation of calix[6]arenes at the lower rim
AU - Janssen, R.G.
AU - Janssen, Rob G.
AU - Verboom, Willem
AU - Reinhoudt, David
AU - Casnati, Alessandro
AU - Freriks, Margret
AU - Pochini, Andrea
AU - Ugozzoli, Franco
AU - Ungaro, Rocco
AU - Nieto, Pedro M.
AU - Carramolino, Mar
AU - Cuevas, Felix
AU - Prados, Pilar
AU - de Mendoza, Javier
PY - 1993
Y1 - 1993
N2 - New partially alkylated calix[6]arenes have been synthesized. Depending on the conditions, mono-, 1,2-di-, 1,3-di, 1,2,3-tri-, 1,3,5-tri-, 1,2,4,5-tetra-, and 1,2,3,4,5-pentamethylated derivatives of p-tert-butylcalix[6]arene could be obtained in moderate to good yields. Methylation or benzylation of the parent calix[6]arene showed a regioselectivity towards 1,2-di-, and 1,2,3-trisubstitution. The solid state structure of 1,2,4,5-tetrasubstituted p-tert-butylcalix[6]arene [R=O(CH2CH2O)2CH3] has been elucidated by X-ray analysis.
AB - New partially alkylated calix[6]arenes have been synthesized. Depending on the conditions, mono-, 1,2-di-, 1,3-di, 1,2,3-tri-, 1,3,5-tri-, 1,2,4,5-tetra-, and 1,2,3,4,5-pentamethylated derivatives of p-tert-butylcalix[6]arene could be obtained in moderate to good yields. Methylation or benzylation of the parent calix[6]arene showed a regioselectivity towards 1,2-di-, and 1,2,3-trisubstitution. The solid state structure of 1,2,4,5-tetrasubstituted p-tert-butylcalix[6]arene [R=O(CH2CH2O)2CH3] has been elucidated by X-ray analysis.
KW - METIS-106759
KW - IR-12578
U2 - 10.1055/s-1993-25868
DO - 10.1055/s-1993-25868
M3 - Article
VL - 1993
SP - 380
EP - 386
JO - Synthesis (Germany)
JF - Synthesis (Germany)
SN - 0039-7881
IS - 4
ER -