Calix[5]‐ and Calix[8]arenes Bridged with Heterocycles | Zendy

Konrad Serge | Zendy; Näther Christian | Zendy; Lüning Ulrich | Zendy

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Calix[5]‐ and Calix[8]arenes Bridged with Heterocycles

Author(s) -

Konrad Serge,

Näther Christian,

Lüning Ulrich

Publication year - 2005

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200400774

Subject(s) - chemistry , pyridine , reagent , calixarene , phenanthroline , bridging (networking) , condensation , medicinal chemistry , polymer chemistry , cyclophane , organic chemistry , molecule , computer network , physics , computer science , thermodynamics

Calix[5]arene ( 2 ) and calix[8]arene ( 4 ) reacted with bis(bromomethyl)‐substituted heterocycles such as pyridine and 1,10‐phenanthroline to give [1+1] condensation products 10 and 16–18 (bridged bimacrocycles) and [2+1] dicalixarenes 11 , 13 and 14 , all of which were fully characterized. Although the bridging capability of both bridging units 5 and 6 is surprisingly similar, calix[5]arene ( 2 ) could only be bridged with the pyridine derivatives 5 . With calix[8]arene ( 4 ), the 1,10‐phenanthroline bridging reagent 6 gave a cleaner product spectrum than the pyridine reagent 5 . The 1,10‐phenanthroline‐bridged calix[8]arene 16 was characterized by X‐ray analysis. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)

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