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Issue 28, 2018
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Substituent effects in pyridyl-functionalized pyrylium salts, pyridines and λ32-phosphinines: a fundamental and systematic study

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Abstract

A series of substituted, pyridyl-functionalized 2,4,6-triarylpyrylium salts were prepared and investigated for their light absorption and emission properties. After reaction with P(SiMe3)3, the corresponding λ3-phosphinines were obtained, which carry on the 4- or 6-aryl ring ±I and ±M substituents. Supported by DFT calculations, a systematic evaluation of the σ-donor and π-donor as well as π-acceptor properties of these low-coordinate P,N-hybrid ligands was performed. The modular synthetic approach allowed us at the same time to synthesize the structurally related bipyridine derivatives for comparison reasons. Reaction of the chelating ligands with [W(CO)6] in THF afforded the corresponding [(P^N)W(CO)4] and [(N^N)W(CO)4] complexes. A crystallographic characterization of selected coordination compounds revealed significant structural differences between the pyridyl-phosphinine- and the bipyridine-based compounds. Their characterization by means of IR-spectroscopy gave experimental insight into the electronic properties of the respective ligands.

Graphical abstract: Substituent effects in pyridyl-functionalized pyrylium salts, pyridines and λ3,σ2-phosphinines: a fundamental and systematic study

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Publication details

The article was received on 12 Apr 2018, accepted on 07 Jun 2018 and first published on 13 Jun 2018


Article type: Paper
DOI: 10.1039/C8DT01441H
Citation: Dalton Trans., 2018,47, 9355-9366
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    Substituent effects in pyridyl-functionalized pyrylium salts, pyridines and λ32-phosphinines: a fundamental and systematic study

    A. Loibl, W. Oschmann, M. Vogler, E. A. Pidko, M. Weber, J. Wiecko and C. Müller, Dalton Trans., 2018, 47, 9355
    DOI: 10.1039/C8DT01441H

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