Mechanistic Investigation of Improved Syntheses of Iridium(III)-Based OLED Phosphors

Cheng-Huei Lin; Yuan-Chieh Chiu; Yun Chi; Yu-Tai Tao; Liang-Sheng Liao; Meu-Rurng Tseng; Gene-Hsiang Lee

doi:10.1021/om300325y

Mechanistic Investigation of Improved Syntheses of Iridium(III)-Based OLED Phosphors

Cheng-Huei Lin
, Yuan-Chieh Chiu
, Yun Chi^*
, Yu-Tai Tao^*
, Liang-Sheng Liao^*
, Meu-Rurng Tseng
, Gene-Hsiang Lee

^*Corresponding author for this work

Research output: Journal Publications and Reviews › RGC 21 - Publication in refereed journal › peer-review

31 Citations (Scopus)

Abstract

Treatment of [IrCl₃(tht)₃] (tht = tetrahydrothiophene) with a stoichiometric amount of PPh₃ gave the monosubstitution product [Ir(tht)₂(PPh₃)Cl₃] (5), whose synthesis, particularly that leading to the effective preparation of OLED phosphors, was studied and optimized to achieve the best product yields. Thus, the independent treatment of 5 with 2,4-difluorophenylpyridine (dfppyH) or with variable amounts of benzyldiphenylphosphine (bdpH) gave rise to the formation of the cyclometalation products [Ir(dfppy)(tht)(PPh₃)Cl₂] (7), [Ir(bdp)(bdpH)(tht)Cl₂] (8), and [Ir(bdp)(PPh₃)(tht)Cl₂] (10), depending on the stoichiometry and conditions employed. Upon further treatment with 5-pyridyl-3-trifluoromethyl-1H-pyrazole (fppzH), these Ir(III) complexes 7, 8, and 10 were capable of yielding the phosphors [Ir(dfppy)(fppz)₂] (1), [Ir(bdp)₂(fppz)] (4), and [Ir(bdp)(fppz)₂] (2), respectively. The general mechanism en route to their formation was studied and discussed.

Original language	English
Pages (from-to)	4349-4355
Journal	Organometallics
Volume	31
Issue number	11
Online published	25 May 2012
DOIs	https://doi.org/10.1021/om300325y
Publication status	Published - 11 Jun 2012
Externally published	Yes

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@article{3fef7dc4b63943f28c5cc69367471463,

title = "Mechanistic Investigation of Improved Syntheses of Iridium(III)-Based OLED Phosphors",

abstract = "Treatment of [IrCl3(tht)3] (tht = tetrahydrothiophene) with a stoichiometric amount of PPh3 gave the monosubstitution product [Ir(tht)2(PPh3)Cl3] (5), whose synthesis, particularly that leading to the effective preparation of OLED phosphors, was studied and optimized to achieve the best product yields. Thus, the independent treatment of 5 with 2,4-difluorophenylpyridine (dfppyH) or with variable amounts of benzyldiphenylphosphine (bdpH) gave rise to the formation of the cyclometalation products [Ir(dfppy)(tht)(PPh3)Cl2] (7), [Ir(bdp)(bdpH)(tht)Cl2] (8), and [Ir(bdp)(PPh3)(tht)Cl2] (10), depending on the stoichiometry and conditions employed. Upon further treatment with 5-pyridyl-3-trifluoromethyl-1H-pyrazole (fppzH), these Ir(III) complexes 7, 8, and 10 were capable of yielding the phosphors [Ir(dfppy)(fppz)2] (1), [Ir(bdp)2(fppz)] (4), and [Ir(bdp)(fppz)2] (2), respectively. The general mechanism en route to their formation was studied and discussed.",

author = "Cheng-Huei Lin and Yuan-Chieh Chiu and Yun Chi and Yu-Tai Tao and Liang-Sheng Liao and Meu-Rurng Tseng and Gene-Hsiang Lee",

year = "2012",

month = jun,

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doi = "10.1021/om300325y",

language = "English",

volume = "31",

pages = "4349--4355",

journal = "Organometallics",

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publisher = "American Chemical Society",

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TY - JOUR

T1 - Mechanistic Investigation of Improved Syntheses of Iridium(III)-Based OLED Phosphors

AU - Lin, Cheng-Huei

AU - Chiu, Yuan-Chieh

AU - Chi, Yun

AU - Tao, Yu-Tai

AU - Liao, Liang-Sheng

AU - Tseng, Meu-Rurng

AU - Lee, Gene-Hsiang

PY - 2012/6/11

Y1 - 2012/6/11

N2 - Treatment of [IrCl3(tht)3] (tht = tetrahydrothiophene) with a stoichiometric amount of PPh3 gave the monosubstitution product [Ir(tht)2(PPh3)Cl3] (5), whose synthesis, particularly that leading to the effective preparation of OLED phosphors, was studied and optimized to achieve the best product yields. Thus, the independent treatment of 5 with 2,4-difluorophenylpyridine (dfppyH) or with variable amounts of benzyldiphenylphosphine (bdpH) gave rise to the formation of the cyclometalation products [Ir(dfppy)(tht)(PPh3)Cl2] (7), [Ir(bdp)(bdpH)(tht)Cl2] (8), and [Ir(bdp)(PPh3)(tht)Cl2] (10), depending on the stoichiometry and conditions employed. Upon further treatment with 5-pyridyl-3-trifluoromethyl-1H-pyrazole (fppzH), these Ir(III) complexes 7, 8, and 10 were capable of yielding the phosphors [Ir(dfppy)(fppz)2] (1), [Ir(bdp)2(fppz)] (4), and [Ir(bdp)(fppz)2] (2), respectively. The general mechanism en route to their formation was studied and discussed.

AB - Treatment of [IrCl3(tht)3] (tht = tetrahydrothiophene) with a stoichiometric amount of PPh3 gave the monosubstitution product [Ir(tht)2(PPh3)Cl3] (5), whose synthesis, particularly that leading to the effective preparation of OLED phosphors, was studied and optimized to achieve the best product yields. Thus, the independent treatment of 5 with 2,4-difluorophenylpyridine (dfppyH) or with variable amounts of benzyldiphenylphosphine (bdpH) gave rise to the formation of the cyclometalation products [Ir(dfppy)(tht)(PPh3)Cl2] (7), [Ir(bdp)(bdpH)(tht)Cl2] (8), and [Ir(bdp)(PPh3)(tht)Cl2] (10), depending on the stoichiometry and conditions employed. Upon further treatment with 5-pyridyl-3-trifluoromethyl-1H-pyrazole (fppzH), these Ir(III) complexes 7, 8, and 10 were capable of yielding the phosphors [Ir(dfppy)(fppz)2] (1), [Ir(bdp)2(fppz)] (4), and [Ir(bdp)(fppz)2] (2), respectively. The general mechanism en route to their formation was studied and discussed.

UR - https://www.scopus.com/pages/publications/84862141654

UR - https://www.scopus.com/record/pubmetrics.uri?eid=2-s2.0-84862141654&origin=recordpage

U2 - 10.1021/om300325y

DO - 10.1021/om300325y

M3 - RGC 21 - Publication in refereed journal

SN - 0276-7333

VL - 31

SP - 4349

EP - 4355

JO - Organometallics

JF - Organometallics

IS - 11

ER -

Mechanistic Investigation of Improved Syntheses of Iridium(III)-Based OLED Phosphors

Abstract

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