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Molecular Physics
An International Journal at the Interface Between Chemistry and Physics
Volume 115, 2017 - Issue 24
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Research Articles

On the significant relativistic heavy atom effect on 13C NMR chemical shifts of β- and γ-carbons in seleno- and telluroketones

Yuriy Yu. RusakovA.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk, Russian Federation
,
Irina L. RusakovaA.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk, Russian FederationCorrespondence[email protected]
&
Leonid B. KrivdinA.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk, Russian Federation
Pages 3117-3127 | Received 12 Apr 2017, Accepted 26 Jun 2017, Published online: 14 Jul 2017

References

  • J. Autschbach and S. Zheng, Annu. Rep. NMR Spectrosc. 67, 1 (2009).
  • M. Kaupp, in Theoretical and Computational Chemistry, Vol. 14. Relativistic Electronic Structure Theory, Part 2. Applications: Relativistic Effects on NMR Chemical Shifts, edited by P. Schwerdtfeger (Elsevier B.V., Amsterdam, The Netherlands, 2004), pp. 552–597.
  • M. Kaupp, O.L. Malkina, V.G. Malkin, and P. Pyykkö, Chem. Eur. J. 4, 118 (1998).
  • M. Kaupp, O.L. Malkina, and V.G. Malkin, J. Comput. Chem. 20, 1304 (1999).
  • Y. Nomura, Y. Takeuchi, and N. Nakagawa, Tetrahedron Lett. 8, 639 (1969).
  • J. Vícha, M. Patzschke, and R. Marek, Phys. Chem. Chem. Phys. 15, 7740 (2013).
  • J. Autschbach, in High Resolution NMR Spectroscopy: Understanding Molecules and their Electronic Structures: Relativistic Effects on NMR Parameters, edited by R.H. Contreras (Elsevier, Oxford, 2013), pp. 69–112.
  • J. Vícha, M. Straka, M.L. Munzarova, and R. Marek, J. Chem. Theor. Comput. 10, 1489 (2014).
  • R.V. Viesser, L.C. Ducati, J. Autschbach, and C.F. Tormena, Phys. Chem. Chem. Phys. 17, 19315 (2015).
  • J. Vícha, J. Novotný, M. Straka, M. Repisky, K. Ruud, S. Komorovsky, and R. Marek, Phys. Chem. Chem. Phys. 17, 24944 (2015).
  • Yu.Yu. Rusakov, I.L. Rusakova, and L.B. Krivdin, Int. J. Quant. Chem. 116, 1404 (2016).
  • I. Morishima, K. Endo, and T. Yonezawa, J. Chem. Phys. 59, 3356 (1973).
  • H. Fukui, T. Baba, and H. Inomata, J. Chem. Phys. 105, 3175 (1996).
  • P. Pyykkö, A. Görling, and N. Rösch, Mol. Phys. 61, 195 (1987).
  • J. Autschbach, Phil. Trans. R. Soc. A 372, 20120489 (2014).
  • I.L. Rusakova, Y.Y. Rusakov, and L.B. Krivdin, Russ. Chem. Rev. 85, 356 (2016).
  • M. Reiher and A. Wolf, Relativistic Quantum Chemistry. The Fundamental Theory of Molecular Science (Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, 2009).
  • Y. Xiao, W. Liu, and J. Autschbach, in Handbook of Relativistic Quantum Chemistry: Relativistic Theories of NMR Shielding, edited by W. Liu (Springer-Verlag, Berlin, Heidelberg, 2015), pp. 1–33.
  • S.P.A. Sauer, Molecular Electromagnetism. A Computational Chemistry Approach (University Press, Oxford, 2012).
  • T. Helgaker, S. Coriani, P. Jørgensen, K. Kristensen, J. Olsen, and K. Ruud, Chem. Rev. 112, 543 (2012).
  • Y.Y. Rusakov and L.B. Krivdin, Russ. Chem. Rev. 82, 99 (2013).
  • A. Wodyński, A. Gryff-Keller, and M. Pecul, J. Chem. Theor. Comput. 9, 1909 (2013).
  • K. Radula-Janik, T. Kupka, K. Ejsmont, Z. Daszkiewicz, and S.P.A. Sauer, Magn. Reson. Chem. 51, 630 (2013).
  • M. Kaupp, O.L. Malkina, and V.G. Malkin, Chem. Phys. Lett. 265, 55 (1997).
  • P. Hrobárik, V. Hrobáriková, F. Meier, M. Repiský, S. Komorovský, and M. Kaupp, J. Phys. Chem. A 115, 5654 (2011).
  • P. Hrobárik, V. Hrobáriková, A.H. Greif, and M. Kaupp, Angew. Chem. Int. Ed. 51, 10884 (2012).
  • T.B. Demissie, M. Repisky, S. Komorovsky, J. Isaksson, J.S. Svendsen, H. Dodziuk, and K. Ruud, J. Phys. Org. Chem. 8, 679 (2013).
  • H. Fukui, T. Baba, and H. Inomata, J. Chem. Phys. 106, 2987 (1997).
  • P. Manninen, P. Lantto, J. Vaara, and K. Ruud, J. Chem. Phys. 119, 2623 (2003).
  • P. Manninen, K. Ruud, P. Lantto, and J. Vaara, J. Chem. Phys. 112, 114107 (2005).
  • D.G. Zaccari, M.C. Ruiz De Azúa, J.I. Melo, and C.G. Giribet, J. Chem. Phys. 124, 054103 (2006).
  • J.I. Melo, M.C. Ruiz De Azúa, C.G. Giribet, G.A. Aucar, and R.H. Romero, J. Chem. Phys. 118, 471 (2003).
  • J.I. Melo, M.C. Ruiz De Azúa, C.G. Giribet, G.A. Aucar, and P.F. Provasi, J. Chem. Phys. 121, 6798 (2004).
  • M. Bühl, M. Kaupp, O.L. Malkina, and V.G. Malkin, J. Comput. Chem. 20, 91 (1999).
  • J. Vicha, C. Foroutan-Nejad, T. Pawlak, M.L. Munzarova, M. Straka, and R. Marek, J. Chem. Theory Comput. 11, 1509 (2015).
  • A.H. Greif, P. Hrobárik, V. Hrobáriková, A.V. Arbuznikov, J. Autschbach, and M. Kaupp, Inorg. Chem. 54, 7199 (2015).
  • S. Fukawa, M. Hada, R. Fukuda, S. Tanaka, and H. Nakatsuji, J. Comput. Chem. 22, 528 (2001).
  • J. Vaara, O.L. Malkina, H. Stoll, V.G. Malkin, and M. Kaupp, J. Chem. Phys. 114, 61 (2001).
  • A.C. Neto, L.C. Ducati, R. Rittner, C.F. Tormena, R.H. Contreras, and G. Frenking, J. Chem. Theor. Comput. 5, 2222 (2009).
  • K. Radula-Janik, T. Kupka, K. Ejsmont, Z. Daszkiewicz, and S.P.A. Sauer, Struct. Chem. 26, 997 (2015).
  • R. Bast, T. Saue, L. Visscher, and H.J.Aa. Jensen, V. Bakken, K.G. Dyall, S. Dubillard, U. Ekstroem, E. Eliav, T. Enevoldsen, E. Fasshauer, T. Fleig, O. Fossgaard, A.S.P. Gomes, T. Helgaker, J. Henriksson, M. Ilias, Ch.R. Jacob, S. Knecht, S.  Komorovsky, O. Kullie, J.K. Laerdahl, C.V. Larsen, Y.S. Lee, H.S. Nataraj, M.K. Nayak, P. Norman, G. Olejniczak, J. Olsen, Y.C. Park, J.K. Pedersen, M. Pernpointner, R. Di Remigio, K. Ruud, P. Salek, B. Schimmelpfennig, J. Sikkema, A.J. Thorvaldsen, J. Thyssen, J. Van Stralen, S. Villaume, O. Visser, T. Winther, and S. Yamamoto, with contributions from, DIRAC15, DIRAC, A Relativistic Ab Initio Electronic Structure Program, Release DIRAC15 (2015). ( see <http://www.diracprogram.org >).
  • K.G. Dyall, Theor. Chem. Acc. 115, 441 (2006).
  • R. Krishnan, J.S. Binkley, R. Seeger, and J.A. Pople, J. Chem. Phys. 72, 650 (1980).
  • D.B. Chesnut and E.F.C. Byrd, Chem. Phys. 213, 153 (1996).
  • P.F. Provasi, G.A. Aucar, and S.P.A. Sauer, J. Chem. Phys., 112, 6201 (2000).
  • M. Sanchez, P.F. Provasi, G.A. Aucar, and S.P.A. Sauer, Adv. Quantum Chem. 48, 161 (2005).
  • M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, G. Scalmani, V. Barone, G.A. Petersson, H. Nakatsuji, X. Li, M. Caricato, A. Marenich, J. Bloino, B.G. Janesko, R. Gomperts, B. Mennucci, H.P. Hratchian, J.V. Ortiz, A.F. Izmaylov, J.L. Sonnenberg, D. Williams-Young, F. Ding, F. Lipparini, F. Egidi, J. Goings, B. Peng, A. Petrone, T. Henderson, D. Ranasinghe, V.G. Zakrzewski, J. Gao, N. Rega, G. Zheng, W. Liang, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M.  Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, T.  Vreven, K. Throssell, J.A. Montgomery, Jr., J.E. Peralta, F. Ogliaro, M. Bearpark, J.J. Heyd, E. Brothers, K.N. Kudin, V.N. Staroverov, T. Keith, R. Kobayashi, J. Normand, K. Raghavachari, A. Rendell, J.C. Burant, S.S. Iyengar, J. Tomasi, M. Cossi, J.M. Millam, M. Klene, C. Adamo, R. Cammi, J.W. Ochterski, R.L. Martin, K. Morokuma, O.  Farkas, J.B. Foresman, and D.J. Fox, Gaussian 09, Revision A.02 (Gaussian Inc., Wallingford, CT, 2016).
  • C. Møller and M.S. Plesset, Phys. Rev. 46, 618 (1934).
  • J. Tomasi, B. Mennucci, and E. Cancès, J. Mol. Struct. (THEOCHEM) 464, 211 (1999).
  • J. Tomasi, B. Mennucci, and R. Cammi, Chem. Rev. 105, 2999 (2005).
  • J.F. Stanton, J. Gauss, M.E. Harding, P.G. Szalay A.A. Auer, R.J. Bartlett, U. Benedikt, C.  Berger, D.E. Bernholdt, Y.J. Bomble, L. Cheng, O. Christiansen, M. Heckert, O. Heun, C. Huber, T.-C. Jagau, D. Jonsson, J. Jusélius, K. Klein, W.J. Lauderdale, D.A. Matthews, T. Metzroth, L.A. Mück, D.P. O'Neill, D.R. Price, E. Prochnow, C. Puzzarini, K. Ruud, F. Schiffmann, W. Schwalbach, C. Simmons, S. Stopkowicz, A. Tajti, J. Vázquez, F. Wang, J.D. Watts J. Almlöf and P.R. Taylor), P.R. Taylor), T. Helgaker, H.J.Aa. Jensen, P. Jørgensen, and J. Olsen), A.V. Mitin and C. Van Wüllen with contributions from and the integral packages MOLECULE), PROPS), ABACUS), and ECP routines by. CFOUR, a Quantum Chemical Program Package. For the current version, see <http://www.cfour.de>.
  • M.E. Harding, T. Metzroth, J. Gauss, and A.A. Auer, J. Chem. Theor. Comp. 4, 64 (2008).
  • J. Gauss and J.F. Stanton, J. Chem. Phys. 103, 3561 (1995).
  • T.B. Pedersen, H. Koch, and C. Hättig, J. Chem. Phys. 110, 8318 (1999).
  • G.D. Purvis and R.J. Bartlett, J. Chem. Phys. 76, 1910 (1982).
  • R. Ditchfield, J. Chem. Phys. 56, 5688 (1972).
  • R. Ditchfield, Mol. Phys. 27, 789 (1974).
  • J.L. Dodds, R. McWeeny, and A.J. Sadlej, Mol. Phys. 41, 1419 (1980).
  • K. Wolinski, J.F. Hinton, and P. Pulay, J. Am. Chem. Soc. 112, 8251 (1990).
  • K. Raghavachari, G.W. Trucks, J.A. Pople, and M. Head-Gordon, Chem. Phys. Lett. 157, 479 (1989).
  • D. Tahmassebi, Magn. Reson. Chem. 41, 273 (2003).
  • S.N. Azizi, A.A. Rostami, and A. Godarzian, J. Phys. Soc. Jpn. 74, 1609 (2005).
  • K. Aidas, C. Angeli, K.L. Bak, V. Bakken, R. Bast, L.  Boman, O. Christiansen, R. Cimiraglia, S. Coriani, P. Dahle, E.K. Dalskov, U. Ekström, T. Enevoldsen, J.J. Eriksen, P. Ettenhuber, B. Fernández, L. Ferrighi, H. Fliegl, L. Frediani, K. Hald, A. Halkier, C. Hättig, H. Heiberg, T. Helgaker, A.C. Hennum, H. Hettema, E. Hjertenæs, S. Høst, I.-M. Høyvik, M.F. Iozzi, B. Jansik, H.J.Aa. Jensen, D. Jonsson, P. Jørgensen, J. Kauczor, S. Kirpekar, T. Kjærgaard, W. Klopper, S. Knecht, R. Kobayashi, H. Koch, J. Kongsted, A. Krapp, K. Kristensen, A. Ligabue, O.B. Lutnæs, J.I. Melo, K.V. Mikkelsen, R.H. Myhre, C. Neiss, C.B. Nielsen, P. Norman, J. Olsen, J.M.H. Olsen, A. Osted, M.J. Packer, F. Pawlowski, T.B. Pedersen, P.F. Provasi, S. Reine, Z. Rinkevicius, T.A. Ruden, K. Ruud, V. Rybkin, P. Salek, C.C.M. Samson, A. Sánchez De Merás, T. Saue, S.P.A. Sauer, B. Schimmelpfennig, K. Sneskov, A.H. Steindal, K.O. Sylvester-Hvid, P.R. Taylor, A.M. Teale, E.I. Tellgren, D.P. Tew, A.J. Thorvaldsen, L. Thøgersen, O. Vahtras, M.A. Watson, D.J.D. Wilson, M. Ziolkowski, and H. Ågren, WIREs Comput. Mol. Sci. 4, 269 (2014). (doi: 10.1002/wcms.1172).
  • T.W. Keal and D.J. Tozer, J. Chem. Phys. 119, 3015 (2003).
  • A.A. Auer, J. Gauss, and J.F. Stanton, J. Chem. Phys. 118, 10407 (2003).
  • K.G. Dyall, Theor. Chem. Acc. 108, 335 (2002).
  • T. Saue and T. Helgaker, J. Comput. Chem. 23, 814 (2002).
  • G. Breit, Phys. Rev. 34, 553 (1929).
  • G. Breit, Phys. Rev. 36, 383 (1930).
  • G. Breit, Phys. Rev. 39, 616 (1932).
  • J.A. Gaunt, Proc. R. Soc. London Ser. A 122, 513 (1929).
  • L. Visscher, Theor. Chem. Acc. 98, 68 (1997).
  • M. Olejniczak, R. Bast, T. Saue, and M. Pecul, J. Chem. Phys. 136, 014108 (2012).
  • M. Barysz and A.J. Sadlej, J. Mol. Struct. (THEOCHEM) 573, 181 (2001).
  • M. Barysz and A.J. Sadlej, J. Chem. Phys. 116, 2696 (2002).
  • D. Kedziera and M. Barysz, J. Chem. Phys. 121, 6719 (2004).
  • D. Kedziera and M. Barysz, Chem. Phys. Lett. 446, 176 (2007).
  • K.G. Dyall, J. Chem. Phys. 100, 2118 (1994).
  • T.B. Demissie, M. Jaszuński, S. Komorovski, M. Repisky, and K. Ruud, J. Chem. Phys. 143, 164311 (2015).
  • M. Jankowska, T. Kupka, L. Stobiński, R. Faber, E.G. Lacerda Jr., and S.P.A. Sauer, J. Comput. Chem. 37, 395 (2016).
  • M. Jaszuński, A. Antušek, T.B. Demissie, S. Komorovsky, M. Repisky, and K. Ruud, J. Chem. Phys. 145, 244308 (2016).
  • Y.Y. Rusakov, I.L. Rusakova, and L.B. Krivdin, Magn. Reson. Chem. 53, 485 (2015).
  • S.V. Fedorov, Y.Y. Rusakov, and L.B. Krivdin, Reson. Chem. 52, 699 (2014).
  • E.R. Cullen, F.S. Guziec, Jr., C.J. Murphy, T.C. Wong, and J. Chem. Soc. Perkin Trans. 1, 473 (1982).
  • W.M.D. Wijekoon, E. Bunnenberg, R. Records, and D.A. Lightner, J. Phys. Chem. 87, 3034 (1983).
  • M. Minoura, T. Kawashima, and R. Okazaki, J. Am. Chem. Soc. 115, 7019 (1993).
  • G. Te Velde, F.M. Bickelhaupt, E.J. Baerends, C. Fonseca Guerra, S.J.A. Van Gisbergen, J.G. Snijders, and T. Ziegler, J. Comput. Chem. 22, 931 (2001).
  • C. Fonseca Guerra, J.G. Snijders, G. Te Velde, and E.J. Baerends, Theor. Chem. Acc. 99, 391 (1998).
  • E.J. Baerends, , T. Ziegler, A.J. Atkins, J. Autschbach, O.  Baseggio, D. Bashford, A. Bérces, F.M. Bickelhaupt, C. Bo, P.M. Boerrigter, L. Cavallo, C. Daul, D.P. Chong, D.V. Chulhai, L. Deng, R.M. Dickson, J.M. Dieterich, D.E. Ellis, M. Van Faassen, L. Fan, T.H. Fischer, C. Fonseca Guerra, M. Franchini, A. Ghysels, A. Giammona, S.J.A. Van Gisbergen, A. Goez, A.W. Götz, J.A. Groeneveld, O.V. Gritsenko, M. Grüning, S. Gusarov, F.E. Harris, P. Van Den Hoek, Z. Hu, C.R. Jacob, H. Jacobsen, L. Jensen, L. Joubert, J.W. Kaminski, G. Van Kessel, C. König, F. Kootstra, A. Kovalenko, M.V. Krykunov, E.  Van Lenthe, D.A. McCormack, A. Michalak, M. Mitoraj, S.M. Morton, J. Neugebauer, V.P. Nicu, L. Noodleman, V.P. Osinga, S. Patchkovskii, M. Pavanello, C.A. Peeples, P.H.T. Philipsen, D. Post, C.C. Pye, H. Ramanantoanina, P. Ramos, W. Ravenek, J.I. Rodríguez, P. Ros, R. Rüger, P.R.T. Schipper, D. Schlüns, H. Van Schoot, G. Schreckenbach, J.S. Seldenthuis, M. Seth, J.G. Snijders, M. Solà, M. Stener, M. Swart, D. Swerhone, V. Tognetti, G. Te Velde, P. Vernooijs, L. Versluis, L. Visscher, O. Visser, F. Wang, T.A. Wesolowski, E.M. Van Wezenbeek, G. Wiesenekker, S.K. Wolff, T.K. Woo, and A.L. Yakovlev, ADF2016.106, SCM, Theoretical Chemistry (Vrije Universiteit, 2016, Amsterdam, The Netherlands). <http://www.scm.com>.
  • E. Van Lenthe, J.G. Snijders, and E.J. Baerends, J. Chem. Phys. 105, 6505 (1996).
  • H. Fukui and T. Baba, J. Chem. Phys. 117, 7836 (2002).
  • J.R. Yates, C.J. Pickard, M.C. Payne, and F. Mauri, J. Chem. Phys. 118, 5746 (2003).
  • J. Autschbach, J. Chem. Phys. 128, 164112 (2008).
  • J. Autschbach, J. Chem. Phys. 127, 124106 (2007).
  • J. Autschbach and S. Zheng, Magn. Reson. Chem. 46, S45 (2008).
  • J. Autschbach and S. Zheng, Annu. Rep. NMR Spectrosc. 67, 1 (2009).
  • J. Vícha, M. Straka, M. Munzarová, and R. Marek, J. Chem. Theory Comput. 10, 1489 (2014).

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