Why <i>trans</i> and not <i>cis</i>? – Molecular dynamics and DFT study on selective separation of dihaloethene isomers using perethylated pillar[5]arene

A, Shanthini Priscilla; Peters, Silda; Ebenezer, Cheriyan; Varathan, Elumalai; Solomon, Rajadurai Vijay

doi:10.1039/d2cp02367a

Cited by 5 publications

(3 citation statements)

References 45 publications

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“…Molecular dynamics simulations have, in recent times, become an unavoidable computational tool to study and understand the nature of binding, modelling phenomena and to create alternative states of a host-guest complex. [28] In this physical method of analysis, the forces between interacting atoms are estimated using a force field, and the overall energy of the system is computed. [29] We used molecular dynamics to obtain structural-dynamic information regarding the inclusion complexes formed by T and cis/trans isomers of dihaloethenes.…”

Section: Resultsmentioning

confidence: 99%

Trianglimine‐Mediated Selective Sieving of Cis Isomer from the Mixture of Dihaloethenes: A Combined Molecular Dynamics and DFT Investigation

Noble,

Ebenezer,

Solomon

2023

ChemPhysChem

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The manufacture of alkenyl halides on a larger scale often result in the formation of a mixture of isomers each having individual significant applications while their separation from each other is a strenuous task. Since most of the conventional distillation techniques are known to be intricate, energy consuming and expensive, the quest for an alternative strategy is still continuing. In this context, recently reported trianglimine macrocycle ‐ a new class of intrinsically porous material, is promising in discerning cis isomer from a mixture of cis and trans dichloroethene. In this work, an attempt has been made to apprehend the host‐guest inclusion phenomenon accountable for the selectivity of cis over the trans isomers of 1,2‐dihaloethene (F, Cl and Br) using molecular dynamics simulation and DFT calculations at ω‐B97xd/6‐311G+(d,p) level of theory. Our results show that trianglimine can stabilise the cis isomers of the dihaloethenes inside its cavity forming complexes with high interaction energies and the rationale behind the recyclability of the host molecule has been clarified. The outcomes of the calculations bring out the potential utility of this new host architecture to produce highly pure value added chemicals in industries.

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Section: Resultsmentioning

confidence: 99%

Trianglimine‐Mediated Selective Sieving of Cis Isomer from the Mixture of Dihaloethenes: A Combined Molecular Dynamics and DFT Investigation

Noble,

Ebenezer,

Solomon

2023

ChemPhysChem

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“…[1][2][3][4] Recently, there has been a surge in pure theoretical studies that have provided new insights into the binding mode and interaction mechanism of host-guest systems. [5][6][7][8][9][10][11][12][13][14][15][16] b-Cyclodextrin (b-CD) is one of the most common and significant host molecules and is internally hydrophobic and externally hydrophilic, and is often used to encapsulate guest molecules containing a phenyl group. Due to its flexible nature and asymmetric shape, the conformational space of b-CD inclusion complexes is rather complicated.…”

Section: Introductionmentioning

confidence: 99%

“…1–4 Recently, there has been a surge in pure theoretical studies that have provided new insights into the binding mode and interaction mechanism of host–guest systems. 5–16…”

Section: Introductionmentioning

confidence: 99%

How areN-methylcarbamates encapsulated by β-cyclodextrin: insight into the binding mechanism

Bao

Liu

Dou

et al. 2023

Phys. Chem. Chem. Phys.

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Rational Design of Selenophene‐infused BODIPY Molecules as Fluorogenic Probes for Lung Tumor Imaging – A Computational Approach

Kumar,

Ebenezer,

Jaccob

et al. 2024

ChemistrySelect

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The BODIPY based molecules show promising properties towards bioimaging applications due to its structural flexibility and versatile optoelectronic characteristic features. Among many strategies in the development of such molecules, fusion of heterocyclic units into the BODIPY core structure is vital in tuning the π‐delocalization and spectral properties. Recently reported Thieno [3,2b] Thiophene based BODIPY (TTB) attracts a lot of attention while the caliber of their Selenophene derivatives are interesting and yet to be explored. Therefore, a systematic replacement of Sulphur by Selenium has been done on TTB and seven new selenophene fused TTB molecules are computationally designed and evaluated for their optoelectronic properties towards bioimaging of CDK2 kinase tumor cells. The optimized geometries indicate that all these molecules are showing excellent π‐delocalization and further stabilized by a range of intra‐molecular C−H−F and B−F−S/Se interactions. Molecular docking studies show that these TTB molecules are potential inhibitors and can be used for lung tumor imaging in biomedical applications. Molecular Dynamics analysis confirms their preferential binding inside the active site up to 100 ns. In summary, this study highlights the importance of Se replacement in designing new BODIPY‐based bioimaging candidates with excellent near‐IR luminescence and photo sensitizers for future biomedical applications.

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Why trans and not cis? – Molecular dynamics and DFT study on selective separation of dihaloethene isomers using perethylated pillar[5]arene

Abstract: The separation of mixtures of isomers is a daunting task. It is found that perethylated pillar[5]arene can separate trans-dichloroethene from its cis isomer. This work deals with the host-guest interactions...

Cited by 5 publications

References 45 publications

Trianglimine‐Mediated Selective Sieving of Cis Isomer from the Mixture of Dihaloethenes: A Combined Molecular Dynamics and DFT Investigation

Trianglimine‐Mediated Selective Sieving of Cis Isomer from the Mixture of Dihaloethenes: A Combined Molecular Dynamics and DFT Investigation

How areN-methylcarbamates encapsulated by β-cyclodextrin: insight into the binding mechanism

Rational Design of Selenophene‐infused BODIPY Molecules as Fluorogenic Probes for Lung Tumor Imaging – A Computational Approach

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