The effect of conformational isomerism on the optical properties of bis( 8-oxyquinolato) diboron complexes with a 2,2'- biphenyl backbone

Urban Mateusz; Gorka Patrycja; Nawara Krzysztof; Wozniak Krzysztof; Durka Krzysztof; Lulinski Sergiusz

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The effect of conformational isomerism on the optical properties of bis( 8-oxyquinolato) diboron complexes with a 2,2'- biphenyl backbone

机译：构象异构性对双（8-羟基氨基啉）二硼配合物与2,2'-联苯基骨架的效果

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A fluorescent bis(8-oxyquinolato) diborinic complex with a central 2,2-biphenyl backbone 1 and its octafluoro analogue 2 were synthesized to study the optical-structural relationship of sterically encumbered molecules featuring close intramolecular -stacking interactions involving chromophore units. The crystal structure of 1 revealed a unique -stacked arrangement of two pendant phenyl groups and two 8-oxyquinolato ligands (Q) located in the inner part of the complex. Unlike 1, the closely related complex 2 features conformational isomerism, and two major forms, namely 2-syn and 2-anti, are observed in solution to a varying extent depending on the solvent polarity. Form 2-syn, a geometrical analogue of 1, is preferable in polar solutions, whereas its rotational isomer 2-anti featuring -stacking interactions between the terminal phenyl group and Q ligand dominates in benzene and chloromethane solutions. The observed conformational equilibria strongly affect the optical properties of the system, specifically leading to a significant increase of the quantum yield of emission (from 22% in MeCN to 38% in benzene) accompanied by a bathochromic shift ( = 10 nm) of absorption and hypsochromic shifts ( = -8 nm) of emission spectra with decreasing solvent polarity. This effect was ascribed to the variation in frontier orbital distributions.

机译：合成了荧光双（8-羟基氨基啉）与中央2,2-联苯基骨架1及其八氟类似物2的二硼蛋白复合物，以研究现有量的分子的光学结构关系，其涉及发色团单元的紧密分子内堆积相互作用。 1的晶体结构揭示了位于复合物的内部的两个侧苯基和两个8氧喹啉配体（Q）的独特堆积的布置。与1不同，密切相关的复合物2具有构象异构性，并且在溶液中以不同程度观察到两种主要形式，即2-SYN和2-抗，这取决于溶剂极性。形式2-SYN，在极性溶液中优选1的几何类似物，而其旋转异构体2-抗以终苯基和Q配体之间的丙烯和氯甲烷溶液中的溶栓占主导地位。观察到的构象均衡强烈影响系统的光学性质，特别是导致量子的排放量的显着增加（从苯到38％的苯中的22％）伴随着吸收的碱基转变（= 10nm）和溶剂极性降低，低温偏移（= -8nm）发射光谱。这种效果归因于前轨道分布的变化。

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《Dalton transactions: An international journal of inorganic chemistry》 |2018年第44期|共16页
作者
Urban Mateusz; Gorka Patrycja; Nawara Krzysztof; Wozniak Krzysztof; Durka Krzysztof; Lulinski Sergiusz;
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Warsaw Univ Technol Fac Chem Noakowskiego 3 PL-00664 Warsaw Poland;

Warsaw Univ Technol Fac Chem Noakowskiego 3 PL-00664 Warsaw Poland;

Cardinal Stefan Wyszynski Univ Fac Math &

Sci Dewajtis 5 PL-01815 Warsaw Poland;

Univ Warsaw Biol &

Chem Res Ctr Dept Chem Zwirki &

Wigury 101 PL-02089 Warsaw Poland;

Warsaw Univ Technol Fac Chem Noakowskiego 3 PL-00664 Warsaw Poland;

Warsaw Univ Technol Fac Chem Noakowskiego 3 PL-00664 Warsaw Poland;

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正文语种 eng
中图分类化学;无机化学;
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1. The effect of conformational isomerism on the optical properties of bis( 8-oxyquinolato) diboron complexes with a 2,2'- biphenyl backbone [J] . Urban Mateusz, Gorka Patrycja, Nawara Krzysztof, Dalton transactions: An international journal of inorganic chemistry . 2018,第44期

机译：构象异构性对双（8-羟基氨基啉）二硼配合物与2,2'-联苯基骨架的效果
2. Syntheses and electronic and optical properties of complexes of the bis(2,2 '-bipyrazyl)ruthenium unit [J] . Coe Benjamin J., Peers Martyn K., Scrutton Nigel S. Polyhedron: The International Journal for Inorganic and Organometallic Chemistry . 2015,第Null期

机译：双（2,2'-联吡唑基）钌单元的配合物的合成及其电子和光学性质
3. 2,2 ':6 ',2 ''-Terpyridine meets 2,6-bis(1H-1,2,3-triazol-4-yl) pyridine: tuning the electro-optical properties of ruthenium(II) complexes [J] . Schulze B, Friebe C, Hager MD, Dalton transactions: An international journal of inorganic chemistry . 2009,第5期

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4. Thiolate-Initiated Synthesis of Dibenzothiophenes from 2,2’-Bis(methylthio)-1,1’-Biphenyl via the Cleavage of Two Carbon-Sulfur Bonds [C] . Yoshihiro Masuya, Yuki Kawashimna, Naoto Chatani 日本化学会春季年会講演予稿集 . 2018

机译：通过两种碳硫键的切割，从2,2'-BIS（甲硫噻吩）-1,1'-联苯的硫醇酸酯的合成二苯甲苯烯酮
5. The isolation and chemistry of group 4, 5, 13 and 14 metal complexes containing resolved (S) and (R)-3,3'-bis(triphenylsilyl)-1,1'-bi-2,2'-naphthoxide ligands. [D] . Son, Au Ji Ru. 2003

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6. Bis(μ-2′-carboxylatobiphenyl-2-carboxylic acid-κ2O2:O2′)bis[(2,2′-bipyridine-κ2N,N′)(2′-carboxylatobiphenyl-2-carboxylic acid-κO2′)zinc(II)] [O] . Zhe An 2016

机译：双（μ-2'-羧基联苯-2-羧酸-κ2Ø2：O2′）bis [（2,2′-联吡啶-κ2N，N'）（2'-羧基-联苯-2-羧酸-κO2′）锌（II）]
7. Syntheses and electronic and optical properties of complexes of the bis(2,2′-bipyrazyl)ruthenium unit [O] . Coe Benjamin J., Peers Martyn K., Scrutton Nigel S. 2015

机译：双（2,2'-联吡唑基）钌单元的配合物的合成及其电子和光学性质
8. Aromatic Diamines and Polyimides Based on 4,4'-Bis-(4-Aminophenoxy)-2,2' or 2,2',6,6'- Substituted Biphenyl [R] . 2000

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The effect of conformational isomerism on the optical properties of bis( 8-oxyquinolato) diboron complexes with a 2,2'- biphenyl backbone

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