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Research Article

ScienceAsia 28 (2002) :025-028 |doi: 10.2306/scienceasia1513-1874.2002.28.025

 

Selective Oxidation of 25,27-Bis-3-formylphenoxylethoxy)- p- tert-butylcalix[4]arene


Mongkol Sukwattanasinitt*, Rojrit Rojanathanes, Siriporn Jiwpanich, Thawatchai Tuntulani and Vithaya Ruangpornvisuti


ABSTRACT: Reaction of 25,27-bis-(3-formylphenoxyethoxy)-p-tert-butylcalix[4]arene (1) with 20% mole of KCN in ethanol and i-propanol yielded monoethylester (2) (50%) and monoisopropylester (3) (15%). Compound 1 was not oxidized by air in the absence of KCN under reflux. The Cannizzaro reaction of 1 in ethanol using KOH gave bis-alcohol (4), acid-alcohol (5).

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Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok 10330, Thailand.


* Corresponding author, E-mail: smongkol@chula.ac.th

Received 26 Jan 2001, Accepted 28 Sep 2001