Formation of Linear Side‐Chain Polypseudorotaxane with Supramolecular Polymer Backbone through Neutral Halogen Bonds and Pillar[5]arene‐Based Host–Guest Interactions

Liu, Peiren; Li, Zhengtao; Shi, Bingbing; Liu, Jiyong; Zhu, Huangtianzhi; Huang, Feihe

doi:10.1002/chem.201800312

Cited by 43 publications

(19 citation statements)

References 65 publications

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“…[7] Beside the classical interactions of the supramolecular toolbox, [8] in recent years chemists became interested in secondary-bonding interactions( SBIs). [9] The halogen-bonding interaction (XBI) is the most renowned SBI, [6d, 9b, 10] and its use has been validated in crystal engineering applications, [11] liquid crystals, [12] functional materials, [13] and biochemistry. [14] Struc-tures containing electron-deficient chalcogen atomsc an also give rise to SBIs, known as chalcogen-bonding interactions (EBIs).…”

Section: Introductionmentioning

confidence: 99%

Concurring Chalcogen‐ and Halogen‐Bonding Interactions in Supramolecular Polymers for Crystal Engineering Applications

Biot

Bonifazi

2020

Chemistry A European J

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The engineering of crystalline molecular solids through the simultaneous combination of distinctive non‐covalent interactions is an important field of research, as it could allow chemist to prepare materials depicting multi‐responsive properties. It is in this context that, pushed by a will to expand the chemical space of chalcogen‐bonding interactions, a concept is put forward for which chalcogen‐ and halogen‐bonding interactions can be used simultaneously to engineer multicomponent co‐crystals. Through the rational design of crystallizable molecules, chalcogenazolo pyridine scaffold (CGP) modules were prepared that, bearing either a halogen‐bond acceptor or donor at the 2‐position, can interact with suitable complementary molecular modules undergoing formation of supramolecular polymers at the solid state. The recognition reliability of the CGP moiety to form chalcogen‐bonded dimers allows the formation of heteromolecular supramolecular polymers through halogen‐bonding interactions, as confirmed by single‐crystal X‐ray diffraction analysis.

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Section: Introductionmentioning

confidence: 99%

Concurring Chalcogen‐ and Halogen‐Bonding Interactions in Supramolecular Polymers for Crystal Engineering Applications

Biot

Bonifazi

2020

Chemistry A European J

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“…In the case of the Suzuki reaction, 4-pyridylboronic acid was selected as the nucleophile due to its potential in the construction of halogen bond-driven or metal coordinationdriven supramolecular polymers. [63,64] As shown in Figure 2, PyEtXP [6] was obtained in a yield of 51 % with BrEtXP [6] as the reactant. The structure of PyEtXP [6] was fully characterized by 1 H and 13 C NMR spectrometry and Q-TOF mass spectrometry (Section 2.11 in the Supporting Information).…”

Section: Syntheses and Characterizations Of X-pillar[6]arenesmentioning

confidence: 99%

Symmetrically Tetra‐functionalized Pillar[6]arenes Prepared by Fragment Coupling

et al. 2022

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Due to the highly symmetrical structures generated from one‐pot syntheses, the partial functionalization of macrocycles is usually beset with low yields and onerous purifications of the target multifunctional macrocycles. To improve this situation, taking pillar[6]arenes as an example, a two‐step fragment coupling method has been developed for synthesizing symmetrically tetra‐functionalized pillar[6]arenes, namely X‐pillar[6]arenes. This method is simple and versatile, which makes hetero‐fragment coupling and pre‐functionalization available. Nine new macrocycles and a pillar[6]arene‐based cage have been prepared. In addition, one of the newly synthesized macrocycles, COOEtEtXP[6], exhibits a strong cyan luminescence in the solid state under irradiation by 365 nm UV light. This emission originates from intramolecular through‐space conjugation. Meanwhile, formation of a supramolecular polymer by multiple non‐covalent intra/intermolecular interactions helps rigidify the structure and make COOEtEtXP[6] an efficient solid‐state emitter. It is believed that this fragment coupling can also be used to realize the multi‐functionalization of other macrocycles.

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“…Discrete halogen bonding patterns formed between 3 or 7 and 4, 6, or 8 and the structure of compound 9 晋卫军等 [35] [36] 合成了柱 [5]芳烃双吡啶衍生物 8, 其与 3 也可以通过 I…N 卤键形成一维聚合物阵列, 而柱 [5]芳烃内腔包结正己烷, 形成独特的拟轮烷结构(图 4). 韩成友等 [37] 还发现, 柱 [5]芳烃醚氧原子可以作为卤键受体与 3 形成三维超分子共晶结构, 柱芳烃对双咪唑分子 9 的包结作用能够促进共晶结构.…”

Section: 基于全氟碘代苯合成子的晶体工程unclassified

Study on Halogen Bonding of Organofluorine Compounds in China

Liu¹,

Wang²,

Zhang³

et al. 2019

Chin. J. Org. Chem.

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Amines Q 0120Asymmetric Synthesis of Either Diastereomer of Trifluoromethylated Allylic Amines by the Selective Reduction of Trifluoromethyl α,β-Unsaturated N-tert-Butanesulfinyl Ketoimines. -Regio-and diastereoselective reduction of chiral imines (I) is achieved with the appropriate reducing agent. Either diastereomer of the corresponding allylic amines (II) and (III) is obtained with high yields and stereoselectivity.

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Formation of Linear Side‐Chain Polypseudorotaxane with Supramolecular Polymer Backbone through Neutral Halogen Bonds and Pillar[5]arene‐Based Host–Guest Interactions

Cited by 43 publications

References 65 publications

Concurring Chalcogen‐ and Halogen‐Bonding Interactions in Supramolecular Polymers for Crystal Engineering Applications

Concurring Chalcogen‐ and Halogen‐Bonding Interactions in Supramolecular Polymers for Crystal Engineering Applications

Symmetrically Tetra‐functionalized Pillar[6]arenes Prepared by Fragment Coupling

Study on Halogen Bonding of Organofluorine Compounds in China

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