100
Views
0
CrossRef citations to date
0
Altmetric
Research Article

Influence sandwich π–π stacking interactions in Benzaldoxime adsorption on the fullerene

ORCID Icon & ORCID Icon
Pages 227-231 | Received 29 Sep 2020, Accepted 02 Oct 2020, Published online: 12 Oct 2020

References

  • Ding, X.; Chen, X.; Chen, X.; Zhao, X.; Li, N. A QCM Humidity Sensor Based on Fullerene/Graphene Oxide Nanocomposites with High Quality Factor. Sens. Actuators B Chem. 2018, 266, 534–542. DOI: 10.1016/j.snb.2018.03.143.
  • Ghasemi, A. S.; Taghartapeh, M. R.; Soltani, A.; Mahon, P. J. Adsorption Behavior of Metformin Drug on Boron Nitride Fullerenes: Thermodynamics and DFT Studies. J. Mol. Liq. 2019, 275, 955–967. DOI: 10.1016/j.molliq.2018.11.124.
  • Panchuk, R. R.; Prylutska, S. V.; Chumak, V. V.; Skorokhyd, N. R.; Lehka, L. V.; Evstigneev, M. P.; Prylutskyy, Y. I.; Berger, W.; Heffeter, P.; Scharff, P.; et al. Application of C60 Fullerene-Doxorubicin Complex for Tumor Cell Treatment In Vitro and In Vivo. J. Biomed. Nanotechnol. 2015, 11, 1139–1152. DOI: 10.1166/jbn.2015.2058.
  • Kumar, M.; Raza, K. C60-Fullerenes as Drug Delivery Carriers for Anticancer Agents: Promises and Hurdles. Pharm. Nanotechnol. 2017, 5, 169–179. 10.2174/2211738505666170301142232.
  • Borowik, A.; Prylutskyy, Y.; Kawelski, Ł.; Kyzyma, O.; Bulavin, L.; Ivankov, O.; Cherepanov, V.; Wyrzykowski, D.; Kaźmierkiewicz, R.; Gołuński, G.; et al. Does C60 Fullerene Act as a Transporter of Small Aromatic Molecules? Colloids Surf. B Biointerfaces 2018, 164, 134–143. DOI: 10.1016/j.colsurfb.2018.01.026.
  • Skamrova, G. B.; Laponogov, I.; Buchelnikov, A. S.; Shckorbatov, Y. G.; Prylutska, S. V.; Ritter, U.; Prylutskyy, Y. I.; Evstigneev, M. P. Interceptor Effect of C60 Fullerene on the In Vitro Action of Aromatic Drug Molecules. Eur. Biophys. J. 2014, 43, 265–276. DOI: 10.1007/s00249-014-0960-2.
  • Evstigneev, M. P.; Buchelnikov, A. S.; Voronin, D. P.; Rubin, Y. V.; Belous, L. F.; Prylutskyy, Y. I.; Ritter, U. Complexation of C60 Fullerene with Aromatic Drugs. Chemphyschem 2013, 14, 568–578. DOI: 10.1002/cphc.201200938.
  • Anilkumar, P.; Lu, F.; Cao, L.; Luo, P. G.; Liu, J.-H.; Sahu, S.; Tackett, K. N.; Wang, Y.; Sun, Y.-P. Fullerenes for Applications in Biology and Medicine. Curr. Med. Chem. 2011, 18, 2045–2059. DOI: 10.2174/092986711795656225.
  • Ghasemi, A. S.; Mashhadban, F.; Ravari, F. A DFT Study of Penicillamine Adsorption over Pure and Al-Doped C60 Fullerene. Adsorption 2018, 24, 471–480. DOI: 10.1007/s10450-018-9960-3.
  • Rappaport, Z.; Liebman, J. The Chemistry of Hydroxylamines, Oximes and Hydroxamic Acids; Wiley: West Sussex, 2009.
  • Ebead, Y. H.; Salman, H. M. A.; Abdellah, M. A. Experimental and Theoretical Investigations of Spectral, Tautomerism and Acid-Base Properties of Schiff Bases Derived from Some Amino Acids. Bull. Korean Chem. Soc. 2010, 31, 850–858. DOI: 10.5012/bkcs.2010.31.04.850.
  • Greene, T. W.; Wuts, P. G. M. Protective Groups in Organic Synthesis; Wiley: New York, 1999.
  • Eshghi, H.; Gordi, Z. P2O5/SiO2 as an Efficient Reagent for the Preparation of Z-Aldoximes under Solvent-Free Conditions. Phosphorus Sulfur Silicon Relat. Elem. 2005, 180, 1553–1557. DOI: 10.1080/10426500590924148.
  • Master, H. E.; Khan, S. I.; Poojari, K. A. Design and Synthesis of Low Molecular Weight Compounds with Complement Inhibition Activity. Bioorg. Med. Chem. 2005, 13, 4891–4899. DOI: 10.1016/j.bmc.2005.04.075.
  • Wu, X.; Liu, H.; Yang, Y.; Pu, S. Crystal Structure and Photochromism of 1-(2,5-Dimethyl-3-thienyl)-2-[2-methyl-5-(benzaldoxime)-3-thienyl] Perfluorocyclopentene, C23H17F6NOS2. Z. Kristallogr. New Cryst. Struct. 2020, 235, 505–507.
  • Mora, J. R.; Cordova, T.; Chuchani, G. Ab Initio and DFT Calculations of Benzaldoxime Elimination Kinetics in the Gas Phase. Int. J. Quantum Chem. 2008, 108, 1735–1741. DOI: 10.1002/qua.21715.
  • Perosa, A.; Selva, M.; Lucchini, V.; Fabris, M.; Noè, M. Kinetic Parameter Estimation of Solvent-Free Reactions Monitored by 13C NMR Spectroscopy, a Case Study: Mono- and Di-(hydroxy)ethylation of Aniline with Ethylene Carbonate. Int. J. Chem. Kinet. 2011, 43, 154–160. 10.1002/kin.
  • Xu, W.; Wang, J.; Liu, C.; Chen, C. L. Experimental and Computational Studies of the Isomerization between Z and E Isomers of Benzaldoximes. J. Chin. Chem. Soc. 2004, 51, 1259–1266. DOI: 10.1002/jccs.200400182.
  • M.; Frisch, G.; Trucks, H.; Schlegel, G.; Scuseria, M.; Robb, J.; Cheeseman, G.; Scalmani, V.; Barone, B.; Mennucci, B. Gaussian 09, Revision A.1; Gaussian, Inc.: Wallingford, CT, 2009.
  • Zhao, Y.; Truhlar, D. G. The M06 Suite of Density Functionals for Main Group Thermochemistry, Thermochemical Kinetics, Noncovalent Interactions, Excited States, and Transition Elements: Two New Functionals and Systematic Testing of Four M06-Class Functionals and 12 Other Functionals. Theor. Chem. Acc. 2008, 120, 215–241. DOI: 10.1007/s00214-007-0310-x.
  • Krishnan, R.; Binkley, J. S.; Seeger, R.; Pople, J. A. Self-Consistent Molecular Orbital Methods. XX. A Basis Set for Correlated Wave Functions. J. Chem. Phys. 1980, 72, 650–654. DOI: 10.1063/1.438955.
  • Reed, A. E.; Weinstock, R. B.; Weinhold, F. N. Natural Population Analysis. J. Chem. Phys. 1985, 83, 735–746. DOI: 10.1063/1.449486.
  • Glendening, E. D.; Badenhoop, J. K.; Reed, A. E.; Carpenter, J. E.; Bohmann, J. A.; Morales, C. M.; Weinhold, F. GenNBO 5.0; Theoretical Chemistry Institute, University of Wisconsin: Madison, WI, 2001.
  • Parr, R. G.; Yang, W. Density-Functional Theory of Atoms and Molecules; Oxford University Press: New York, 1989.
  • Bader, R. F. W.; Nguyen-Dang, T. T.; Tal, Y. A Topological Theory of Molecular Structure. Rep. Prog. Phys. 1981, 44, 893–948. DOI: 10.1088/0034-4885/44/8/002.
  • Li, G. P.; Xu, W. R.; Lin, X. J.; Liu, C. B. Theoretical Study on the Addition Reactions of Benzaldoximes with Propene. Chin. Chem. Lett. 2006, 17, 423–426.
  • Habibi, D.; Faraji, A. R.; Sheikh, D.; Sheikhi, M.; Abedi, S. Application of Supported Mn(iii){,} Fe(iii) and Co(ii) as Heterogeneous{,} Selective and Highly Reusable Nano Catalysts for Synthesis of Arylaminotetrazoles{,} and DFT Studies of the Products. RSC Adv. 2014, 4, 47625–47636. DOI: 10.1039/C4RA06463A.
  • Schottel, B. L.; Chifotides, H. T.; Dunbar, K. R. Anion-Pi Interactions. Chem. Soc. Rev. 2008, 37, 68–83. DOI: 10.1039/b614208g.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.