In:
European Journal of Organic Chemistry, Wiley, Vol. 2010, No. 21 ( 2010-07), p. 4122-4129
Abstract:
Oxacalix[2]arene[2] quinazoline macrocycles were prepared in good yields, as mixtures of syn and anti isomers, through nucleophilic aromatic substitution cyclocondensation reactions of 2,4‐dichloroquinazolines and m ‐dihydroxybenzenes. The macrocyclization conditions were optimized and the isomeric ratio was investigated by means of one‐step and fragment‐coupling approaches. The oxacalixarene substitution pattern could easily be varied by altering the dichloroquinazolinyl biselectrophilic and dihydroxyaryl bisnucleophilic building blocks. The solid‐state (1,3‐alternate) conformational behavior and the oxacalix[4]arene cavity size were explored by X‐ray diffraction studies.
Type of Medium:
Online Resource
ISSN:
1434-193X
,
1099-0690
DOI:
10.1002/ejoc.v2010:21
DOI:
10.1002/ejoc.201000460
Language:
English
Publisher:
Wiley
Publication Date:
2010
detail.hit.zdb_id:
1475010-7
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