Hydrogen bonding effects in anion binding calixarenes

Qureshi, Naseem A.; Yufit, Dimitrii S.; Steed, Kirsty M.; Howard, Judith A. K.; Steed, Jonathan W.

doi:10.1039/c4ce01240b

Cited by 16 publications

(3 citation statements)

References 45 publications

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“…Since the hydrogen bonding (NH…O) could be built between calixarene and ammonium salt. [37,38] Therefore, 1 H-NMR of FA + /MA + with or without tBuTCA (samples 1 and 2) and tBuTCA (sample 3) were measured and shown in Figure S7 (Supporting Information). In sample 3, a methylene group connected to oxygen and carbonyl group is characterized by a peak at 5.…”

Section: Resultsmentioning

confidence: 99%

Host‐Guest Complexation Strategy for Passivating Pb‐Dimer Related Defects in Perovskite Photovoltaics

Zhang

Wang

et al. 2023

Adv Funct Materials

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Although there is extensive attention to the eminent perovskite solar cells, the deep-level defects such as Pb-Pb dimers in the solution-processed polycrystalline perovskites inevitably result in photovoltaic output losses and subsequent degradation. Recently, it is reported that an electron-donating group can passivate Pb dimer defects efficiently. However, the mechanism for the causation of metallic lead (Pb 0 ) from the iodide vacancy (V I ) is unclear. Herein, a chain reaction mechanism is proposed for the possible transformation process from V I to Pb 0 with the Pb dimer intermediates. In this regard, a host-guest strategy is adopted by using 4-tert-Butyl-1-(ethoxycarbonyl-methoxy) thiacalix[4]arene (tBuTCA) to complex with the cations and out-of-cage (Lead(II) iodide) PbI 2 . Moreover, a host-guest complexation can be formed due to the Pb 2+ -π interactions. Continuously, the negative charge compensation for iodine vacancy can hinder the formation of Pb-Pb dimer, thus significantly suppressing non-radiative recombination. Consequently, the resulting solar cells show more than 24% power conversion efficiencies and maintain over 96% of their initial performance without encapsulation for 486 h under an ambient environment. This work highlights the significance of supramolecular engineering in constructing a high-quality perovskite for efficient and stable perovskite solar cells.

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Section: Resultsmentioning

confidence: 99%

Host‐Guest Complexation Strategy for Passivating Pb‐Dimer Related Defects in Perovskite Photovoltaics

Zhang

Wang

et al. 2023

Adv Funct Materials

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“…Fully organic ionic solids integrate electrostatic interactions with hydrogen bonding (HB), − weak interactions, , and shape factors to sustain crystal assemblies. , Thus, organic molecules of opposite charge promote the formation of supramolecular buildings where electroneutrality and stoichiometry are dominant structure-directing features. − The self-assembly of charged organic molecules − for the formation of crystalline architecture is based on the coupling of complementary charged functionalities, , such as carboxylate − and sulfonate anions − with ammonium, or sulfonate with other organo-cations. In this context, a wide range of two-component supramolecular structures ,,, has been fabricated, especially during the past few years.…”

Section: Introductionmentioning

confidence: 99%

Multifunctional Organosulfonate Anions Self-Assembled with Organic Cations by Charge-Assisted Hydrogen Bonds and the Cooperation of Water

Xing

Bassanetti

Ben

et al. 2018

Crystal Growth & Design

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The present study focuses on the assembly of organo-cations with organo-anions in water. The anions, characterized by symmetric moieties (carbon-, adamantane-or calixarenebased) functionalized with directional hydrogen bond (HB) acceptor functions (tetra-sulfonate moieties), are combined with planar guanidinium or terephtalimidamide cations as hydrogen bond donors, the purpose being to integrate water molecules into the lattice. The imbalance between the charge on the two components, and the considerable number of HB donor and acceptor sites, promotes the insertion of water into the structures. In the reported structures, a part of the water molecules serves as a structural linker between the anions and cations while the remaining molecules cluster into channels and cavities in a loose association with the supramolecular matrix framework.

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“…21 It was further articulated that increased acidity of NH protons in urea (pKa=26.9) and thioarea (pKa=21.0) was responsible for the enhanced complexation ability of such receptors. 22…”

Section: Introductionmentioning

confidence: 99%

Entrapment of Toxic Anions using Calixarenes Framework

Athar¹

2017

MOJT

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Calixarenes are excellent macro cyclic platforms that can be functionalized with numerous organic moieties to show cooperative binding towards anions. Their characteristic structural features with the ease of functionalization offers the way to tune the size of receptor cavity. This has led to finely tune the binding site and central hydrophobic cavity for the specified anions. Calixarene based systems provide prospective commercial applicability's in anion sensing and helps in understanding complex binding interaction. Intending to decipher the detailed insight of anion-calixarene binding, the present review discusses the reports of calixarene compounds tested for their toxic anionic recognition ability.

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Hydrogen bonding effects in anion binding calixarenes

Abstract: The interplay of anion binding, intra- and intermolecular hydrogen boning patterns in a range of receptors and sensors for chloride anion are discussed.

Cited by 16 publications

References 45 publications

Host‐Guest Complexation Strategy for Passivating Pb‐Dimer Related Defects in Perovskite Photovoltaics

Host‐Guest Complexation Strategy for Passivating Pb‐Dimer Related Defects in Perovskite Photovoltaics

Multifunctional Organosulfonate Anions Self-Assembled with Organic Cations by Charge-Assisted Hydrogen Bonds and the Cooperation of Water

Entrapment of Toxic Anions using Calixarenes Framework

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