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1,2,4-Triazines in the Synthesis of Bipyridine Bisphenolate ONNO Ligands and Their Highly Luminescent Tetradentate Pt(II) Complexes for Solution-Processable OLEDs

Lookup NU author(s): Stuart Thompson, Professor Thomas Penfold

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Abstract

This article describes a convenient method for the synthesis of ONNO-type tetradentate 6,6′-bis(2-phenoxy)-2,2′-bipyridine (bipyridine bisphenolate, BpyBph) ligands and their platinum(II) complexes. The methodology includes the synthesis of 1,2,4-triazine precursors followed by their transformation to functionalized pyridines by the Boger reaction. Two complementary routes employing 3,3′- and 5,5′-bis-triazines allow a modification of the central pyridine rings in different positions, which was exemplified by the introduction of cyclopentene rings. The new ligands were used to prepare highly luminescent ONNO-type Pt(II) complexes. The position of the cyclopentene rings significantly influences the solubility and photophysical properties of these complexes. Derivatives with closely positioned cyclopentene rings are soluble in organic solvents and proved to be the best candidate for solution-processable organic light-emitting devices (OLEDs), showing efficient single-dopant candlelight electroluminescence.

Publication metadata

Author(s): Pander P, Bulmer R, Martinscroft R, Thompson S, Lewis FW, Penfold TJ, Dias FB, Kozhevnikov VN

Publication type: Article

Publication status: Published

Journal: Inorganic Chemistry

Year: 2018

Volume: 57

Issue: 7

Pages: 3825-3832

Print publication date: 02/04/2018

Online publication date: 14/03/2018

Acceptance date: 01/03/2018

Date deposited: 15/03/2018

ISSN (print): 0020-1669

ISSN (electronic): 1520-510X

Publisher: American Chemical Society

URL: https://doi.org/10.1021/acs.inorgchem.7b03175

DOI: 10.1021/acs.inorgchem.7b03175

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