Selective Derivatization of Calix[4]arenes via Amino Groups Attached to the Wide Rim

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Title:Selective Derivatization of Calix[4]arenes via Amino Groups Attached to the Wide Rim
Creators:
Bogdan, Anca
Vysotsky, Myroslav O.
Böhmer, Volker
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 69, 5, pp. 1009-1026
Uncontrolled Keywords:Calixarenes, Hydrogenation, Acylations, <i>ipso</i>-Nitration, Anilines, Nitro compounds, Regioselectivity, Amines, NMR spectroscopy

Abstract

A new strategy is proposed for the synthesis of tetraether derivatives of calix[4]arenes bearing at the wide rim nitro and phthalimido groups in well defined positions. Since both groups are precursors of amino functions, calix[4]arenes substituted by different <i>N</i>-acylamino residues are easily available in four steps. The essential steps during the synthesis of the precursor consist in the protection of amino groups by the formation of their phthalimides followed by <i>ipso</i>-nitration of the remaining <i>tert</i>-butylphenol ether units. This nitration occurs without side reactions at the phthalimido substituted units, in contrast to simple <i>N</i>-acyl derivatives. <p>

Title:Selective Derivatization of Calix[4]arenes via Amino Groups Attached to the Wide Rim
Creators:
Bogdan, Anca
Vysotsky, Myroslav O.
Böhmer, Volker
Uncontrolled Keywords:Calixarenes, Hydrogenation, Acylations, <i>ipso</i>-Nitration, Anilines, Nitro compounds, Regioselectivity, Amines, NMR spectroscopy
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:69
Number:5
Page Range:pp. 1009-1026
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc20041009UNSPECIFIED
ID Code:2258
Item Type:Article
Deposited On:06 Feb 2009 17:17
Last Modified:06 Feb 2009 16:17

Citation

Bogdan, Anca; Vysotsky, Myroslav O.; Böhmer, Volker (2004) Selective Derivatization of Calix[4]arenes via Amino Groups Attached to the Wide Rim. Collection of Czechoslovak Chemical Communications, 69 (5). pp. 1009-1026. ISSN 0010-0765

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