Stereoselective functionalization of 1-alkoxy-2-(phenylethynyl)cyclopropanes via lithiation and subsequent reactions with electrophilic reagents

Gvozdev, V. D.; Shavrin, K. N.; Ageshina, Alexandra A.; Нефедов, О. М.

doi:10.1007/s11172-017-1819-3

Cited by 10 publications

(2 citation statements)

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“…These results prompted us to exploit the lithiated cyclopropane and its derivatives as potential as gas storage materials. Importantly, to mention here that the variety of cyclopropane rings have been reported in the literature, where more than one cyclopropane ring can also be experimentally achieved . The lithium doped cyclopropanes have been explored as storage for H 2 , CO 2 and CO gas molecules.…”

Section: Introductionmentioning

confidence: 99%

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Probing the bent bonds in cyclopropane systems for gas storage and separation process: A computational study

Wakchaure

Ganguly

2020

J Comput Chem

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The hydrogen, carbon dioxide, and carbon monoxide gas adsorption and storage capacity of lithium‐decorated cyclopropane ring systems were examined with quantum chemical calculations at density functional theory, DFT M06‐2X functional using 6‐31G(d) and cc‐pVDZ basis sets. To examine the reliability of M06‐2X DFT functional, a few representative systems are also examined with complete basis set CBS‐QB3 method and CCSD‐aug‐cc‐pVTZ level of theory. The cyclopropane systems can bind to one Li+ ion; however, the corresponding the methylated systems can bind with two Li+ ions. The cyclopropane systems can adsorb six hydrogen molecules with an average binding energy of 3.8 kcal/mol. The binding free energy (ΔG) values suggest that the hydrogen adsorption process is feasible at 273.15 K. The calculation of desorption energies indicates the recyclable property of gas adsorbed complexes. The same number of CO2 and CO gas molecules can also be adsorbed with an average binding energy of −14.4 kcal/mol and −10.7 kcal/mol, respectively. The carbon dioxide showed ~3–4 kcal/mol better binding energy as compared to carbon monoxide and hence such designed systems can function as a potential candidate for the separation of these flue gas molecules. The nature of interactions in complexes was examined with atoms in molecules analysis revealed the electrostatic nature for the interaction of Li+ ion with cyclopropane rings. The chemical hardness and electrophilicity calculations showed that the gas adsorbed complexes are rigid and therefore robust as gas storage materials.

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Section: Introductionmentioning

confidence: 99%

“…Importantly, to mention here that the variety of cyclopropane rings have been reported in the literature, where more than one cyclopropane ring can also be experimentally achieved. [28][29][30][31][32][33][34] The lithium doped cyclopropanes have been explored as storage for H 2 , CO 2 and CO gas molecules.…”

mentioning

confidence: 99%