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Efficient Synthesis of 1,2‐Bis(2,2′‐bipyridinyl)ethane and 1,2‐bis(1,10‐phenanthrolinyl)ethane ligands by oxidative coupling of the corresponding monomeric methylene carbanions
Author(s) -
Lehn JeanMarie,
Ziessel Raymond
Publication year - 1988
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19880710617
Subject(s) - chemistry , carbanion , oxidative coupling of methane , methylene , monomer , yield (engineering) , fluorescence , medicinal chemistry , stereochemistry , photochemistry , organic chemistry , catalysis , polymer , materials science , physics , quantum mechanics , metallurgy
Several dimeric 1,2‐bis (2,2′‐bipyridinyl)ethane (1,2,6,7, and 9 and 1,2‐bis(1,10‐phenanthrolinyl)) ethane (3,4, and 5) ligands have been synthesized in high yield by oxidative coupling of the corresponding monomeric methylene carbanions using as oxidating agents Br 2 , I 2 , and 1,2‐dibromoethane. The structure of the compounds obtained from three tetramethyl‐2,2′‐bipyridines and one tetramethyl‐1,10‐phenanthroline have been assigned on the basis of their 1 H‐NMR spectra. The electronic absorption and emission properties of these new ligands are reported. They display intense fluorescence spectra.