TY - JOUR
T1 - New syntheses of calixarene-p-sulphonates and p-nitrocalixarenes
AU - Shinkai, Seiji
AU - Araki, Koji
AU - Tsubaki, Takayuki
AU - Arimura, Takashi
AU - Manabe, Osamu
PY - 1987
Y1 - 1987
N2 - Calixarene-p-sulphonates (tetramer, hexamer, and octamer) have been prepared (75-88%) and used to give p-nitrocalixarenes (15-22% yields based on the starting calixarenes). The novel nitration has two advantages: (i) calixarenes are protected from nitric acid oxidation by the electron-withdrawing sulphonate groups and (ii) the difference in the water-solubility of the p-nitrocalixarenes from the sulphonate-containing, lower nitration products, allows ready isolation of the former. The p-nitrocalixarenes thus obtained have potential as intermediates in the synthesis of a variety of functionalised calixarenes.
AB - Calixarene-p-sulphonates (tetramer, hexamer, and octamer) have been prepared (75-88%) and used to give p-nitrocalixarenes (15-22% yields based on the starting calixarenes). The novel nitration has two advantages: (i) calixarenes are protected from nitric acid oxidation by the electron-withdrawing sulphonate groups and (ii) the difference in the water-solubility of the p-nitrocalixarenes from the sulphonate-containing, lower nitration products, allows ready isolation of the former. The p-nitrocalixarenes thus obtained have potential as intermediates in the synthesis of a variety of functionalised calixarenes.
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U2 - 10.1039/p19870002297
DO - 10.1039/p19870002297
M3 - Article
AN - SCOPUS:37049074676
SP - 2297
EP - 2299
JO - Journal of the Chemical Society, Perkin Transactions 2
JF - Journal of the Chemical Society, Perkin Transactions 2
SN - 1472-7781
ER -