2015
DOI: 10.1002/cjoc.201400875
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Pillar[n]arenes and Other Cavitands: Aspects of Complex Thermodynamics

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Cited by 16 publications
(9 citation statements)
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“…Like other macrocycles, PAs are capable of forming inclusion complexes with suitably sized guest molecules, and a large number of inclusion complexes between various PAs and guest molecules have been reported. Nevertheless, not much is known about the driving forces for the formation of PA inclusion complexes. A specific feature of PAs is the presence of a significant negative electrostatic potential in the cavity, a consequence of the π-electron-rich building blocks. , Together with the observation that PAs has a preference for cationic guests and guests with electron-withdrawing groups this suggests that electrostatic attraction between the PA and the guest is an important driving force. , The direct interaction between host and guest is not the only important interaction that contributes to the stability of host:guest complexes. Although sometimes overlooked, the interaction between the solvent molecules and the host/guest molecules may be just as important as the direct host:guest interaction.…”
Section: Introductionmentioning
confidence: 99%
“…Like other macrocycles, PAs are capable of forming inclusion complexes with suitably sized guest molecules, and a large number of inclusion complexes between various PAs and guest molecules have been reported. Nevertheless, not much is known about the driving forces for the formation of PA inclusion complexes. A specific feature of PAs is the presence of a significant negative electrostatic potential in the cavity, a consequence of the π-electron-rich building blocks. , Together with the observation that PAs has a preference for cationic guests and guests with electron-withdrawing groups this suggests that electrostatic attraction between the PA and the guest is an important driving force. , The direct interaction between host and guest is not the only important interaction that contributes to the stability of host:guest complexes. Although sometimes overlooked, the interaction between the solvent molecules and the host/guest molecules may be just as important as the direct host:guest interaction.…”
Section: Introductionmentioning
confidence: 99%
“…Pillar­[ n ]­arenes ( n = 5, 10) engender rigid and π-electron-rich cylindrical shaped cavity of varying dimension that is capable of accommodating guests and widely been used as molecular platforms in the area of supramolecular chemistry. Such cavitands endowed with unique features, viz., facile preparation, flexible modification, excellent solubility, and remarkable selectivity toward small organic molecules, viologens, amino acids, ATP and other biomolecules, make them interesting. The pillararene (P­[ n ]) molecular scaffolds demonstrated inherent complex stability even in the absence of an enthalpic effect and usually consistent with enthalpy–entropy compensation . It has been recognized that encapsulation of a guest within such molecular container accelerate the organic or catalytic reactions and accompanied by alteration of the mechanistic pathway of the reaction that perturbs its equilibrium, further rendering large stability to the reactants and intermediates as well .…”
Section: Introductionmentioning
confidence: 99%
“…The remarkable molecular recognition ability of P­[ n ] inclusion complexes find potential applications in supramolecular polymers, , drug-delivery, artificial trans membrane channels, chemosensors, stimuli-responsive materials, and other diversifying areas. Interestingly, the P­[ n ]­s form host–guest complexes in aqueous as well as in organic solvents unlike cyclodextrin, cucurbituril macrocycles and serve as effective phase transfer agents. Among the family of P­[ n ] hosts in particular, P[6] has been more fascinating owing to its intermediate cavity size analogous to cucurbit[7]­urils or β-cyclodextrins . P[6] macrocycles revealed strong binding ability toward cationic as well neutral guests, which has widely been explored for a variety of diversified applications. Functionalization of P[6] by nucleophilic substitution of hydroxyl group at its reactive aromatic units provide flexibility to such hosts, the strategy that has proven useful for construction of efficient recognition systems, which has subsequently led to wider scope for its applications.…”
Section: Introductionmentioning
confidence: 99%
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