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Unexpectedly Long Lifetime of the Excited State of Benzothiadiazole Derivative and Its Adducts with Lewis Acids.


ABSTRACT: We report a study of photoluminescent properties of 4-bromo-7-(3-pyridylamino)-2,1,3-benzothiadiazole (Py-btd) and its novel Lewis adducts: (PyH-btd)2(ZnCl4) and [Cu2Cl2(Py-btd)2{PPO}2]·2C7H8 (PPO = tetraphenyldiphosphine monoxide), whose crystal structure was determined by X-ray diffraction analysis. Py-btd exhibits a lifetime of 9 microseconds indicating its phosphorescent nature, which is rare for purely organic compounds. This phenomenon arises from the heavy atom effect: the presence of a bromine atom in Py-btd promotes mixing of the singlet and triplet states to allow efficient singlet-to-triplet intersystem crossing. The Lewis adducts also feature a microsecond lifetime while emitting in a higher energy range than free Py-btd, which opens up the possibility to color-tune luminescence of benzothiadiazole derivatives.

SUBMITTER: Sukhikh TS 

PROVIDER: S-EPMC8038179 | biostudies-literature | 2021 Apr

REPOSITORIES: biostudies-literature

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Unexpectedly Long Lifetime of the Excited State of Benzothiadiazole Derivative and Its Adducts with Lewis Acids.

Sukhikh Taisiya S TS   Khisamov Radmir M RM   Konchenko Sergey N SN  

Molecules (Basel, Switzerland) 20210402 7


We report a study of photoluminescent properties of 4-bromo-7-(3-pyridylamino)-2,1,3-benzothiadiazole (<i>Py-btd</i>) and its novel Lewis adducts: (<i>PyH-btd</i>)<sub>2</sub>(ZnCl<sub>4</sub>) and [Cu<sub>2</sub>Cl<sub>2</sub>(<i>Py</i>-<i>btd</i>)<sub>2</sub>{<i>PPO</i>}<sub>2</sub>]·2C<sub>7</sub>H<sub>8</sub> (<i>PPO</i> = tetraphenyldiphosphine monoxide), whose crystal structure was determined by X-ray diffraction analysis. <i>Py</i>-<i>btd</i> exhibits a lifetime of 9 microseconds indicati  ...[more]

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