Document Detail

5'-substituted-6-carboxylic-2,2'-bipyridine acid: a pivotal architecton for building preorganized ligands.
MedLine Citation:
PMID:  12027719     Owner:  NLM     Status:  MEDLINE    
A set of ligands bearing 6-bromo-2,2'-bipyridine pendant arms attached in the 5'-position are described. Transformation of the bromo to an ester was performed by a carboethoxylation reaction promoted by low-valent Pd(0), while saponification followed by acidification gave the acids. The introduction of an appended function 3-nitrobenzyl, benzamidomethyl, and tert-butylacetyl opens the way to further functionalize these scaffolds for potential labeling of biological material. The synthetic protocols represent a valuable approach to the rational design of ligands bearing oxophilic and anionic sidearms.
Loïc J Charbonnière; Nicolas Weibel; Raymond F Ziessel
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  The Journal of organic chemistry     Volume:  67     ISSN:  0022-3263     ISO Abbreviation:  J. Org. Chem.     Publication Date:  2002 May 
Date Detail:
Created Date:  2002-05-24     Completed Date:  2002-11-19     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  2985193R     Medline TA:  J Org Chem     Country:  United States    
Other Details:
Languages:  eng     Pagination:  3933-6     Citation Subset:  IM    
Laboratoire de Chimie Moléculaire, Associé au CNRS UMR-7008, Ecole de Chimie, Polymères et Matériaux de Strasbourg (ECPM), 25 rue Becquerel, 67087 Strasbourg Cedex 02, France.
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MeSH Terms
2,2'-Dipyridyl / analogs & derivatives*,  chemical synthesis
Carboxylic Acids / chemical synthesis*,  chemistry
Indicators and Reagents / chemical synthesis,  chemistry
Luminescent Measurements
Reg. No./Substance:
0/Carboxylic Acids; 0/Indicators and Reagents; 0/Ligands; 366-18-7/2,2'-Dipyridyl

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