Selective Oxidation of 25,27-di-(3’- formylphenoxylethoxy)- p-tert-butylcalix[4]arene Mr. Rojrit Rojanathanes Assist.Prof.Dr. Tawatchai Tuntulani Dr. Mongkol Sukwattanasinitt* By http://www.student.chula.ac.th/~b3819023 Selective Oxidation of 25,27-di-(3’- formylphenoxylethoxy)- p-tert-butylcalix[4]arene Selective Oxidation of 25,27-di-(3’- formylphenoxylethoxy)- p-tert-butylcalix[4]arene Selective Oxidation of 25,27-di-(3’- formylphenoxylethoxy)- p-tert-butylcalix[4]arene Selective Oxidation of 25,27-di-(3’- formylphenoxylethoxy)- p-tert-butylcalix[4]arene Selective Oxidation of 25,27-di-(3’- formylphenoxylethoxy)- p-tert-butylcalix[4]arene Selective Oxidation of 25,27-di-(3’- formylphenoxylethoxy)- p-tert-butylcalix[4]arene Selective Oxidation of 25,27-di-(3’- formylphenoxylethoxy)- p-tert-butylcalix[4]arene Selective Oxidation of 25,27-di-(3’- formylphenoxylethoxy)- p-tert-butylcalix[4]arene Selective Oxidation of 25,27-di-(3’- formylphenoxylethoxy)- p-tert-butylcalix[4]arene Selective Oxidation of 25,27-di-(3’- formylphenoxylethoxy)- p-tert-butylcalix[4]arene
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Selective Oxidation of 25,27-di-(3’- formylphenoxylethoxy)- p-tert-butylcalix[4]arene Mr. Rojrit Rojanathanes Assist.Prof.Dr. Tawatchai Tuntulani Dr. Mongkol.
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Selective Oxidation of25,27-di-(3’-
formylphenoxylethoxy)-p-tert-butylcalix[4]arene
Mr. Rojrit Rojanathanes
Assist.Prof.Dr. Tawatchai Tuntulani
Dr. Mongkol Sukwattanasinitt*
By
http://www.student.chula.ac.th/~b3819023
Selective Oxidation of25,27-di-(3’-
formylphenoxylethoxy)-p-tert-butylcalix[4]arene
Selective Oxidation of25,27-di-(3’-
formylphenoxylethoxy)-p-tert-butylcalix[4]arene
Selective Oxidation of25,27-di-(3’-
formylphenoxylethoxy)-p-tert-butylcalix[4]arene
Selective Oxidation of25,27-di-(3’-
formylphenoxylethoxy)-p-tert-butylcalix[4]arene
Selective Oxidation of25,27-di-(3’-
formylphenoxylethoxy)-p-tert-butylcalix[4]arene
Selective Oxidation of25,27-di-(3’-
formylphenoxylethoxy)-p-tert-butylcalix[4]arene
Selective Oxidation of25,27-di-(3’-
formylphenoxylethoxy)-p-tert-butylcalix[4]arene
Selective Oxidation of25,27-di-(3’-
formylphenoxylethoxy)-p-tert-butylcalix[4]arene
Selective Oxidation of25,27-di-(3’-
formylphenoxylethoxy)-p-tert-butylcalix[4]arene
Selective Oxidation of25,27-di-(3’-
formylphenoxylethoxy)-p-tert-butylcalix[4]arene
2
Overview
Introduction
Experiment
Application
Discovery
3
Introduction
Calix[4]arene,the molecular platformO O O OH H HH
Dialdehyde Calix[4]arene,the key intermediate
O
O
H
O
O
H
Na+
O O O O
O O
N N
HH O O O O
O O
NN
R R
HH
4Synthesis of (1)
O O O OH H HH
O O O O
O O
O
H
O
H
HHK2CO3, CH3CN,Bu4N+Br-
OBr
O
H
Compound (1)60 %
5
Stilbene Formation
N
O
OH
Ph3P=CH2 Grubb’s catalyst
hAniline
KCN Zn(Hg)/HCl
O
6
Aldehyde Coupling
OMe
O
H
OMe
O
OMe
OH
KCNEtOH
Compound (7)42 %
7
O O O O
O O
O
H
O
H
HH
KCN Coupling
KCN
EtOH
O OH
O O
O O O OHH
The SerendipityThe SerendipityThe SerendipityThe SerendipityThe Serendipity