Literature DB >> 12423168

Functionalized 2,2'-bipyridines and 2,2':6',2' '-terpyridines via stille-type cross-coupling procedures.

Marcel Heller1, Ulrich S Schubert.   

Abstract

Stille-type cross-coupling procedures are utilized in order to prepare a variety of functionalized 2,2'-bipyridines and 2,2':6',2' '-terpyridines. Such N-heterocyclic compounds are of great interest as chelating ligands for transition-metal ions in the field of supramolecular chemistry. Various mono- and disubstitued 2,2'-bipyridines were synthesized in high yields and multigram scales using a modular design principle. The terpyridines may be functionalized in one step with different substituents at the outer pyridine rings and at the 4'-position of the centered ring, leading to multifunctionalized compounds. The initially obtained methyl ester and ethyl ester groups can be simply converted into bromomethyl and hydroxymethyl groups which allow further functionalization reactions.

Entities:  

Year:  2002        PMID: 12423168     DOI: 10.1021/jo0260600

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  5 in total

1.  On the mechanism of the palladium-catalyzed tert-butylhydroperoxide-mediated Wacker-type oxidation of alkenes using quinoline-2-oxazoline ligands.

Authors:  Brian W Michel; Laura D Steffens; Matthew S Sigman
Journal:  J Am Chem Soc       Date:  2011-05-09       Impact factor: 15.419

2.  Benzothiazole bipyridine complexes of ruthenium(II) with cytotoxic activity.

Authors:  Caitriona B Spillane; Nicholas C Fletcher; Sandra M Rountree; Hendrik van den Berg; Severine Chanduloy; Joy L Morgan; F Richard Keene
Journal:  J Biol Inorg Chem       Date:  2007-05-26       Impact factor: 3.358

3.  A scalable synthesis of 5,5'-dibromo-2,2'-bipyridine and its stepwise functionalization via Stille couplings.

Authors:  Daniel M D'Souza; David A Leigh; Marcus Papmeyer; Steffen L Woltering
Journal:  Nat Protoc       Date:  2012-10-18       Impact factor: 13.491

4.  Syntheses and applications of furanyl-functionalised 2,2':6',2''-terpyridines.

Authors:  Jérôme Husson; Michael Knorr
Journal:  Beilstein J Org Chem       Date:  2012-03-12       Impact factor: 2.883

5.  Positional Isomerism in the N^N Ligand: How Much Difference Does a Methyl Group Make in [Cu(P^P)(N^N)]+ Complexes?

Authors:  Fabian Brunner; Alessandro Prescimone; Edwin C Constable; Catherine E Housecroft
Journal:  Molecules       Date:  2020-06-15       Impact factor: 4.411

  5 in total

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