New dimensions in calix[4]pyrrole: the land of opportunity in supramolecular chemistry

Rather, Ishfaq Ahmad; Wagay, Shafieq Ahmad; Hasnain, Saquib; Ali, Rashid

doi:10.1039/c9ra07399j

Cited by 58 publications

(45 citation statements)

References 188 publications

(250 reference statements)

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“…Basically, our interest to generate pyrrole-based C 3 -symmetric truxene derivatives was because of a range of applications of the pyrrole moiety in diverse fields, for instance, a wide variety of medicinally active as well as smart functional materials possessing the pyrrole as a fundamental subunit [28][29][30]. Additionally, 3,4disubstituted pyrrole derivatives are versatile building blocks for the production of diverse bioactive molecules like co-enzyme, alkaloids, porphyrins and other related macrocycles [31,32]. Moreover, polypyrrolic systems are of extensive interest in numerous areas namely optics, medicine, and supramolecular chemistry in addition to the materials sciences and technology.…”

Section: Resultsmentioning

confidence: 99%

Design, synthesis and photophysical properties of novel star-shaped truxene-based heterocycles utilizing ring-closing metathesis, Clauson–Kaas, Van Leusen and Ullmann-type reactions as key tools

Alvi¹,

Ali²

2021

Beilstein J. Org. Chem.

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Design, synthesis and properties of polycyclic aromatic hydrocarbons (PAHs) has historically attracted a considerable interdisciplinary interest from both fundamental as well as applied viewpoint on account of their wonderful optoelectronic properties. The scientific interest in two-dimensional star-shaped PAHs particularly in truxene architectures arises because of their high thermal stability, exceptional solubility and ease with which they can be constructed and modified. Therefore, bearing in mind a wide range of applications of truxene and its congeners, herein we reveal three novel distinctly different routes for the generation of C3-symmetric pyrrole-based truxene architectures by means of cyclotrimerization, ring-closing metathesis (RCM), Clauson–Kaas and Ullmann-type coupling reactions as key steps. Moreover, we have also assembled some other interesting heterocyclic systems possessing oxazole, imidazole, benzimidazole, and benzoxazole in the framework of truxene. Additionally, the preliminary photophysical properties (absorption and emission) for these versatile systems has been revealed.

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Section: Resultsmentioning

confidence: 99%

Design, synthesis and photophysical properties of novel star-shaped truxene-based heterocycles utilizing ring-closing metathesis, Clauson–Kaas, Van Leusen and Ullmann-type reactions as key tools

Alvi¹,

Ali²

2021

Beilstein J. Org. Chem.

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“…[4,5] Infact, the interaction of amides with biological and supramolecular receptors through intermolecular interactions is considered as the key aspect in the domain of drug discovery as well as supramolecular chemistry. [6][7][8][9][10][11] Moreover, the amide bonds possess an inherent tendency to participate in diverse vital transformations, hence are synthetically versatile. [12,13] In stark contrast, bisamides possessing amide groups constitute an interesting and important class of organic compounds and are certainly the vital scaffolds for peptidomimetics [14][15][16][17] besides their applicability in a vast variety of bioactive molecules like antidepressants as well as anticancer drugs, Scholarisine G (1) and Leconoxine (2), [18] antimicrobial and antioxidant JBIR-94 (3), [17] cannabinoid type 2 (CB2) receptor inverse agonist and XIE95PY1 osteoclast inhibitor (4-6) (Figure 1) etc.…”

Section: Introductionmentioning

confidence: 99%

Investigating the Role of Natural Deep Eutectic Low Melting Mixtures for the Synthesis of Symmetrical Bisamides

Rather

Ali

2021

ChemistrySelect

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Keeping in view the fundamental significance of bisamides in nature, medicine, and biological systems in addition to their utility in chemistry of synthons, there is a tremendous need to develop environmentally benign synthetic methodologies for the construction of bisamides and their congeners. Herein, for the first time, we report a green and highly efficient method for the synthesis of diverse symmetrical bisamides in good to excellent yields through the condensation of diverse aromatic aldehydes with amides under operationally simple reaction conditions. The present strategy involves a renewable, biode-gradable, and reusable, natural deep eutectic mixture of choline chloride and L-(+)-tartaric acid in the ratio of 2 : 1 at 100 °C for the generation of a range of bisamides. Moreover, we have fruitfully assembled diverse urea-based symmetrical bisamides with the usage of a low melting mixture of L-(+)-tartaric and urea (1 : 4) in decent yields. On large scale synthesis, both the methods were also found to be quite effective which leads to the formation of desired bisamides without significant decrease in the yields, thereby revealing their significance from industrial as well as academic viewpoint.

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“…[5] Scientists around the globe are constructing diverse artificial anion receptors, which mimic the function of biosystems and involve anion-π interactions besides other non-covalent interactions in the recognition phenomenon of anions. [6] From the recent theoretical, computational, and experimental investigation, it has been observed that anion-π interactions have shown a promising role in supramolecular catalysis and has given rise to a new concept of anion-π catalysis. The emerging field of anion-π catalysis has not yet much explored in chemistry and until now only few reports are available in literature.…”

Section: Introductionmentioning

confidence: 99%

Anion-π Catalysis: A Novel Supramolecular Approach for Chemical and Biological Transformations

Rather¹,

Ali²

2021

Current Topics in Chirality - From Chemistry to Biology

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Catalysts by virtue of lowering the activation barrier helps in the completion of a chemical reaction in a lesser amount of time without being themselves consumed. Utilizing the diverse non-covalent interactions in the design and construction of catalysts, recently anion-π interactions were also introduced, giving rise to an emerging field of anion-π catalysis. In the newly constructed anion-π catalysts, significant lowering of activation energy occurs by virtue of anion-π interactions. Till now, several important reactions generating chiral centers have been carried out on the π-acidic surfaces of anion-π catalysts, thereby revealing the significance of anion-π catalysis in the domain of asymmetric synthesis. The motive of this chapter is to highlight the role of anion-π catalysis in asymmetric synthesis and we surely believe that it will offer new opportunities in supramolecular chemistry.

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New dimensions in calix[4]pyrrole: the land of opportunity in supramolecular chemistry

Abstract: The quest for receptors endowed with the selective complexation and detection of negatively charged species continues to receive substantial consideration within the scientific community worldwide.

Cited by 58 publications

References 188 publications

Design, synthesis and photophysical properties of novel star-shaped truxene-based heterocycles utilizing ring-closing metathesis, Clauson–Kaas, Van Leusen and Ullmann-type reactions as key tools

Design, synthesis and photophysical properties of novel star-shaped truxene-based heterocycles utilizing ring-closing metathesis, Clauson–Kaas, Van Leusen and Ullmann-type reactions as key tools

Investigating the Role of Natural Deep Eutectic Low Melting Mixtures for the Synthesis of Symmetrical Bisamides

Anion-π Catalysis: A Novel Supramolecular Approach for Chemical and Biological Transformations

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