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Titolo:
The preparation of novel thiophene-based macrocyclic Mannich bases
Autore:
Chaffin, JDE; Barker, JM; Huddleston, PR;
Indirizzi:
Nottingham Trent Univ, Dept Chem & Phys, Nottingham NG11 8NS, England Nottingham Trent Univ Nottingham England NG11 8NS gham NG11 8NS, England
Titolo Testata:
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
fascicolo: 12, , anno: 2001,
pagine: 1398 - 1405
SICI:
1472-7781(2001):12<1398:TPONTM>2.0.ZU;2-9
Fonte:
ISI
Lingua:
ENG
Soggetto:
PROVIDING ENDOGENOUS BRIDGES; NON-TEMPLATE SYNTHESIS; SUB-CYCLIC UNITS; X-RAY STRUCTURE; SCHIFF-BASES; CROWN-ETHERS; METAL-COMPLEXES; CRYSTAL-STRUCTURES; LIGANDS; CATION;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Life Sciences
Physical, Chemical & Earth Sciences
Citazioni:
34
Recensione:
Indirizzi per estratti:
Indirizzo: Chaffin, JDE Nottingham Trent Univ, Dept Chem & Phys, Clifton Lane, Nottingham NG11 8NS, England Nottingham Trent Univ Clifton Lane Nottingham England NG11 8NS
Citazione:
J.D.E. Chaffin et al., "The preparation of novel thiophene-based macrocyclic Mannich bases", J CHEM S P1, (12), 2001, pp. 1398-1405

Abstract

A range of macrocyclic thiophene-based Mannich bases containing 10-22-membered rings has been prepared. The starting materials for the synthesis weresubstances of the type ArO-Z-OAr (where Ar = 2-methoxycarbonyl-3-thienyl and Z = alkyl or heteroalkyl), which were made by the reaction alpha,omega -dihalides or -bis(toluene-p-sulfonate)s with two moles of methyl 3-hydroxythiophene-2-carboxylate. Saponification and subsequent decarboxylation of these compounds afforded the corresponding alpha,omega -bis(3-thienyloxy)alkanes. Macrocyclic Mannich bases were prepared from these ethers by aminomethylation. High dilution conditions were not required in many cases and, in the case of the heteroalkyl-bridged ethers, this is believed to be due to aninternal template effect enhancing the yield.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 19/09/20 alle ore 21:58:02