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Postfunctionalization of Luminescent Bipyridine Pt II Bisacetylides by Click Chemistry
Author(s) -
Stengel Ilona,
Strassert Cristian A.,
Plummer Edward A.,
Chien ChenHan,
De Cola Luisa,
Bäuerle Peter
Publication year - 2012
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.201200061
Subject(s) - chemistry , luminescence , bipyridine , click chemistry , alkyne , cycloaddition , photoluminescence , substituent , azide , photochemistry , polymer , macromolecule , polymer chemistry , crystallography , organic chemistry , catalysis , crystal structure , biochemistry , optics , physics , optoelectronics
The synthesis of a family of differently substituted 5‐ and 4,4′‐ethynyl‐bpy Pt II bisacetylide complexes (bpy = 2,2′‐bipyridine) and their postfunctionalization using click chemistry is described. Cu I ‐catalyzed azide–alkyne [3+2] cycloaddition was an efficient method to decorate the Pt II complexes with a manifold of moieties in high yields. The absorption and emission properties and the electrochemical behaviour of all of the complexes have been investigated. The studied compounds emit at room temperature between 598 and 660 nm, reaching photoluminescence quantum yields of 0.33 in solution. The bright luminescent properties of the unsubstituted bpy Pt II bisacetylide complex remained unaffected upon click‐functionalization as the resulting triazole substituent has no significant influence on the nonradiative decay rate constant. This route opens new possibilities for to control the bulk of the complexes, their solubility, and their further extension or immobilization on macromolecules, polymers and surfaces without affecting their intrinsic properties. Two derivatives were selected as triplet emitter molecules in solution‐processed polymer‐based organic light‐emitting devices.