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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 9, Number 1
BKCSDE 9(1)
January 20, 1988

Title	The Syntheses of p-Acylcalix[4]arenes
Author	Kwanghyun No*, Younhee Kim
Keywords
Abstract	Starting with readily available p-tert-butylcalix[4]arene 3 tert-butyl groups are removed by AlCl3-catalyzed de-alkylation reaction, and the calix[4]arene 4 formed is converted into the tetraacyl esters. These compounds undergo Fries rearrangement to yield p-acylcalix[4]arenes. p-Acetyl, p-propionyl, p-butyryl, and p-benzoylcalix[4]arene 10, 11, 12 and 14 are synthesized in 70-80% yields by treatment of the corresponding esters 5, 6, 7 and 9 with AlCl3 in nitrobenzene. When the tetraisobutyryl ester 8 was treated with the same condition, only two isobutyryl groups were rearranged to the para-positions of calix[4]arene, and remaining two groups were simply cleaved.
Page	52 - 55
Full Text	PDF

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