Heteroleptic [Bis(oxazoline)](dipyrrinato)zinc(II) Complexes: Bright and Circularly Polarized Luminescence from an Originally Achiral Dipyrrinato Ligand

被引：71

作者：

Koegel, Julius F. ^{[1
]}

Kusaka, Shinpei ^{[1
]}

Sakamoto, Ryota ^{[1
,2
]}

Iwashima, Toshiki ^{[1
]}

Tsuchiya, Mizuho ^{[1
]}

Toyoda, Ryojun ^{[1
]}

Matsuoka, Ryota ^{[1
]}

Tsukamoto, Takamasa ^{[1
]}

Yuasa, Junpei ^{[2
,3
]}

Kitagawa, Yasutaka ^{[4
]}

Kawai, Tsuyoshi ^{[3
]}

Nishihara, Hiroshi ^{[1
,2
]}

机构：

[1] Univ Tokyo, Dept Chem, Grad Sch Sci, Bunkyo Ku, 7-3-1 Hongo, Tokyo 1130033, Japan

[2] JST PRESTO, 4-1-8 Honcho, Kawaguchi, Saitama 3320012, Japan

[3] Nara Inst Sci & Technol NAIST, Grad Sch Mat Sci, 8916-5 Takayama, Ikoma, Nara 6300192, Japan

[4] Osaka Univ, Div Chem Engn, Dept Mat Engn Sci, Grad Sch Engn Sci, 1-3 Machikaneyama, Toyonaka, Osaka 5608531, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2016年 / 55卷 / 04期

关键词：

absorption; chirality; fluorescence; N ligands; zinc; SELF-ASSEMBLED MONOLAYERS; BIS(OXAZOLINE) LIGANDS; IRIDIUM(III) COMPLEXES; RECENT PROGRESS; BODIPY DYES; DERIVATIVES; ABSORPTION; AMBIPOLAR; FEATURES; FACILE;

D O I：

10.1002/anie.201509411

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Heteroleptic zinc(II) complexes synthesized using achiral dipyrrinato and chiral bis(oxazoline) ligands show bright fluorescence with quantum efficiencies of up to 0.70. The fluorescence originates from the (1)pi-pi* photoexcited state localized exclusively on the dipyrrinato ligand. Furthermore, the luminescence is circularly polarized despite the achirality of the dipyrrinato ligand. Single-crystal X-ray structure analysis discloses that the chiral bis(oxazoline) ligand undergoes intramolecular pi-pi stacking with the dipyrrinato ligand, inducing axial chirality in the dipyrrinato moiety.

引用

页码：1377 / 1381

页数：5

共 48 条

[1] Enantioselective Sensing by Luminescence
Accetta, Alessandro
Corradini, Roberto
Marchelli, Rosangela
[J]. LUMINESCENCE APPLIED IN SENSOR SCIENCE, 2011, 300 : 175 - 216
[2] [Anonymous], 2007, ANGEW CHEM
[3] Luminescent dipyrrin based metal complexes
Baudron, Stephane A.
[J]. DALTON TRANSACTIONS, 2013, 42 (21) : 7498 - 7509
[4] From Sequential to One-Pot Synthesis of Dipyrrin Based Grid-Type Mixed Metal Organic Frameworks
Beziau, Antoine
Baudron, Stephane A.
Fluck, Audrey
Hosseini, Mir Wais
[J]. INORGANIC CHEMISTRY, 2013, 52 (24) : 14439 - 14448
[5] Lanthanide complexes as chiral probes exploiting circularly polarized luminescence
Carr, Rachel
Evans, Nicholas H.
Parker, David
[J]. CHEMICAL SOCIETY REVIEWS, 2012, 41 (23) : 7673 - 7686
[6] Synthesis and Characterization of Fluorescent Pyrrolyldipyrrinato Sn(IV) Complexes
Crawford, Sarah M.
Ali, Adeeb Al-Sheikh
Cameron, T. Stanley
Thompson, Alison
[J]. INORGANIC CHEMISTRY, 2011, 50 (17) : 8207 - 8213
[7] Metal complexes incorporating monoanionic bisoxazolinate ligands: Synthesis, structures, reactivity and applications in asymmetric catalysis
Dagorne, Samuel
Bellemin-Laponnaz, Stephane
Maisse-Francois, Aline
[J]. EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2007, (07) : 913 - 925
[8] C2-symmetric chiral bis(oxazoline) ligands in asymmetric catalysis
Desimoni, Giovanni
Faita, Giuseppe
Jorgensen, Karl Anker
[J]. CHEMICAL REVIEWS, 2006, 106 (09) : 3561 - 3651
[9] π-Extended Dipyrrins Capable of Highly Fluorogenic Complexation with Metal Ions
Filatov, Mikhail A.
Lebedev, Artem Y.
Mukhin, Sergei N.
Vinogradov, Sergei A.
Cheprakov, Andrei V.
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (28) : 9552 - 9554
[10] Recent Progress in Chiral Photonic Band-Gap Liquid Crystals for Laser Applications
Furumi, Seiichi
[J]. CHEMICAL RECORD, 2010, 10 (06) : 394 - 408

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