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Synthesis and properties of benzo[b]‐1,10‐phenanthrolines and their ruthenium(II) complexes

Synthesis and properties of benzo[b]‐1,10‐phenanthrolines and their ruthenium(II) complexes Friedländer reactions of 4‐aminoacridine‐3‐carbaldehyde with 1,3‐, 1,4‐di‐, and 1,3,5‐triacetylbenzenes afforded a series of corresponding (benzo[b]‐1,10‐phenanthrolin‐2‐yl)benzenes as new N,N,C‐polydentates. Reaction with 1,2‐diacetylbenzene afforded 1,2‐di(benzo[b]‐1,10‐phenanthrol‐2‐yl)benzene with unexpected benzo[b]‐1,10‐phenanthroline and 3‐oxoindeno[1,2‐b]benzo[j]‐1,10‐phenanthroline in a ratio of 1:1.2:1. Metal complex formation of the ligands was examined to provide two isomeric Ru complexes, a pentaaza‐coordinated (N5Cl) complex [Ru(tpy)(3aH)Cl](PF6) and a hexacoordinated (N5C) complex [Ru(tpy)(3a)](PF6) in a ratio of 1:4 with 71% overall yield, whereas 3b‐eH afforded complex mixtures upon reactions with Ru(tpy)Cl3. © 2007 Wiley Periodicals, Inc. Heteroatom Chem 18:650–656, 2007; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20358 http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Heteroatom Chemistry Wiley

Synthesis and properties of benzo[b]‐1,10‐phenanthrolines and their ruthenium(II) complexes

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References (28)

Publisher
Wiley
Copyright
Copyright © 2007 Wiley Subscription Services
ISSN
1042-7163
eISSN
1098-1071
DOI
10.1002/hc.20358
Publisher site
See Article on Publisher Site

Abstract

Friedländer reactions of 4‐aminoacridine‐3‐carbaldehyde with 1,3‐, 1,4‐di‐, and 1,3,5‐triacetylbenzenes afforded a series of corresponding (benzo[b]‐1,10‐phenanthrolin‐2‐yl)benzenes as new N,N,C‐polydentates. Reaction with 1,2‐diacetylbenzene afforded 1,2‐di(benzo[b]‐1,10‐phenanthrol‐2‐yl)benzene with unexpected benzo[b]‐1,10‐phenanthroline and 3‐oxoindeno[1,2‐b]benzo[j]‐1,10‐phenanthroline in a ratio of 1:1.2:1. Metal complex formation of the ligands was examined to provide two isomeric Ru complexes, a pentaaza‐coordinated (N5Cl) complex [Ru(tpy)(3aH)Cl](PF6) and a hexacoordinated (N5C) complex [Ru(tpy)(3a)](PF6) in a ratio of 1:4 with 71% overall yield, whereas 3b‐eH afforded complex mixtures upon reactions with Ru(tpy)Cl3. © 2007 Wiley Periodicals, Inc. Heteroatom Chem 18:650–656, 2007; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20358

Journal

Heteroatom ChemistryWiley

Published: Jan 1, 2007

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