4 '-bromo-2 ',3 ',5 ',6 '-tetrafluorostilbazole: Donor and acceptor site for halogen bonding and pi-stacking in one rigid-rod-type molecule

Lucassen ACB; Vartanian M; Leitus G; van der Boom ME

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4 '-bromo-2 ',3 ',5 ',6 '-tetrafluorostilbazole: Donor and acceptor site for halogen bonding and pi-stacking in one rigid-rod-type molecule

机译：4'-bromo-2'，3'，5'，6'-四氟噻唑：供体和受体位点，用于在一个刚性棒型分子中进行卤素键合和pi堆积

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摘要

The title compound, a new fluorinated stilbazole-based chromophore combines hydrocarbon (HC) donor and perfluorocarbon (PFC) acceptor sites in one rigid-rod-type conjugated molecule. The bifunctional stilbazole derivative combines several possibilities of weak, medium, and strong intermolecular interactions leading to an attractive crystal packing. The chromophore shows strong pi-pi stacking behavior in solution, while its crystal structure consists of an infinite unimolecular network involving both interchain pi-pi stacking and (NBr)-Br-... halogen bonding. The latter Lewis acid-base interactions do not play a dominant role in controlling the solution optical properties. In the solid state, the molecules are aligned in one-dimensional infinite head-to-tail chains as a result of attractive halogen bonding. Adjacent chains are oriented in opposite directions.

机译：标题化合物是一种新型的基于氟噻唑的发色团，在一个刚性棒型共轭分子中结合了烃（HC）供体和全氟化碳（PFC）受体位点。双官能的斯蒂巴唑衍生物结合了弱，中和强分子间相互作用的几种可能性，从而产生了有吸引力的晶体堆积。发色团在溶液中显示出很强的pi-pi堆积行为，而其晶体结构由一个无限的单分子网络组成，涉及链间pi-pi堆积和（NBr）-Br -...卤素键。后者的路易斯酸碱相互作用在控制溶液的光学性质中不起主要作用。在固态下，由于有吸引力的卤素键作用，分子在一维无限的头尾链中排列。相邻链的方向相反。

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《Crystal growth & design》 |2005年第5期|共3页
作者
Lucassen ACB; Vartanian M; Leitus G; van der Boom ME;
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正文语种 eng
中图分类晶体学;
关键词
CENTER-DOT-PI; CRYSTAL-STRUCTURES; BR; COMPLEXES; MONOLAYERS; FLUORINE; POLYMERS; CL;

机译：CENTER-DOT-PI;晶体结构;BR;复合物;单层膜;氟;聚合物;CL;

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1. 4 '-bromo-2 ',3 ',5 ',6 '-tetrafluorostilbazole: Donor and acceptor site for halogen bonding and pi-stacking in one rigid-rod-type molecule [J] . Lucassen ACB, Vartanian M, Leitus G, Crystal growth & design . 2005,第5期

机译：4'-bromo-2'，3'，5'，6'-四氟噻唑：供体和受体位点，用于在一个刚性棒型分子中进行卤素键合和pi堆积
2. Halogen as halogen-bonding donor and hydrogen-bonding acceptor simultaneously in ring-shaped H3NX(Y)HF (X = Cl, Br and Y = F, Cl, Br) Complexes [J] . Pan-Pan Zhou, Wen-Yuan Qiu, Shubin Liu Physical chemistry chemical physics: PCCP . 2011,第16期

机译：卤素在环状H3NX（Y）HF（X = Cl，Br和Y = F，Cl，Br）配合物中同时作为卤素键供体和氢键受体
3. Ab Initio Study of the Complexes of Halogen-Containing Molecules RX (X = Cl,Br,and I) and NH_3:Towards Understanding the Nature of Halogen Bonding and the Electron-Accepting Propensities of Covalently Bonded Halogen Atoms [J] . Jian-Wei Zou, Yong-Jun Jiang, Gui-Xiang Hu Chemistry: A European journal . 2005,第2期

机译：含卤素分子RX（X = Cl，Br和I）和NH_3的配合物的从头算研究：理解卤素键的性质和共价键卤素原子的电子接受性
4. Thermally activated delayed fluorescence evidence in non-bonding transition electron donor-acceptor molecules [C] . Ikbal Marghad, M.C. Clochard, N. Ollier, Conference on organic light emitting materials and devices . 2015

机译：非键合过渡电子供体-受体分子中的热活化延迟荧光证据
5. Donor-Sigma-Acceptor (D-sigma-A) molecules with perylenebisimide acceptors having alkyl or PEG swallowtails with sulfur or hydroxyl anchors: Synthesis and applications in Langmuir-Blodgett films, single molecule spectroscopy (SMS), G-quadruplex studies and passivation of gold nanoparticles. [D] . Kota, Rajesh. 2012

机译：具有烷基硫基或PEG燕尾与硫或羟基锚定的per二酰亚胺受体的供体Sigma-Acceptor（D-sigma-A）分子：Langmuir-Blodgett膜的合成和应用，单分子光谱（SMS），G四联体研究和钝化金纳米粒子。
6. Studies of Halogen Bonding Induced by Pentafluorosulfanyl Aryl Iodides: A Potential Group of Halogen Bond Donors in a Rational Drug Design [O] . Yuji Sumii, Kenta Sasaki, Seiji Tsuzuki, 2019

机译：五氟硫基芳基碘化物引起的卤素键研究：合理药物设计中的一个潜在的卤素键供体基团
7. Tunable chiral triazole-based halogen bond donors: assessment of donor strength in solution with nitrogen-containing acceptors [O] . Anna Peterson, Mikk Kaasik, Andrus Metsala, 2019

机译：基于细胞的手性三唑基卤素键供体：评估含氮受体的溶液中的供体强度

4 '-bromo-2 ',3 ',5 ',6 '-tetrafluorostilbazole: Donor and acceptor site for halogen bonding and pi-stacking in one rigid-rod-type molecule

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