Through-space spin–spin coupling constants involving fluorine: benchmarking DFT functionals

References

• J.-C. Hierso, Chem. Rev. 114, 4838–4867 (2014). doi: 10.1021/cr400330g
   PubMed Web of Science ®Google Scholar
• V. Sychrovský, J. Gräfenstein and D. Cremer, J. Chem. Phys. 113, 3530–3547 (2000). doi: 10.1063/1.1286806
   Web of Science ®Google Scholar
• T. Helgaker, M. Watson and N.C. Handy, J. Chem. Phys. 113, 9402–9409 (2000). doi: 10.1063/1.1321296
   Web of Science ®Google Scholar
• M. Jaszuński and J. Vaara, Phys. Chem. Chem. Phys. 11, 4136–4140 (2009). doi: 10.1039/b903100f
   PubMed Web of Science ®Google Scholar
• J.E. Peralta, V. Barone and R.H. Contreras, J. Am. Chem. Soc. 123, 9162–9163 (2001). doi: 10.1021/ja011164y
   PubMed Web of Science ®Google Scholar
• D.C. Favaro, R.H. Contreras and C.F. Tormena, Magn. Reson. Chem. 51, 334–338 (2013). doi: 10.1002/mrc.3950
   PubMed Web of Science ®Google Scholar
• R.H. Contreras, T. Llorente, L.C. Ducati and C.F. Tormena, J. Phys. Chem. A 118, 5068–5075 (2014). doi: 10.1021/jp501929t
   PubMed Web of Science ®Google Scholar
• V.G. Malkin, O.L. Malkina and D.R. Salahub, Chem. Phys. Lett. 221, 91–99 (1994). doi: 10.1016/0009-2614(94)87023-3
   Web of Science ®Google Scholar
• O.L. Malkina, D.R. Salahub and V.G. Malkin, J. Chem. Phys. 105, 8793–8800 (1996). doi: 10.1063/1.472658
   Web of Science ®Google Scholar
• P. Lantto, J. Vaara and T. Helgaker, J. Chem. Phys. 117, 5998–6009 (2002). doi: 10.1063/1.1502243
   Web of Science ®Google Scholar
• V. Barone, P.F. Provasi, J.E. Peralta, J.P. Snyder, S.P.A. Sauer and R.H. Contreras, J. Phys. Chem. A 107, 4748–4754 (2003). doi: 10.1021/jp0300851
   Web of Science ®Google Scholar
• J.M. De La Vega and J.S. Fabián, Mol. Phys. 113, 1924–1936 (2015). doi: 10.1080/00268976.2015.1024181
   Web of Science ®Google Scholar
• J.E. Del Bene, I. Alkorta and J. Elguero, J. Chem. Theory Comp. 4, 967–973 (2008). doi: 10.1021/ct800111j
   PubMed Web of Science ®Google Scholar
• J.E. Del Bene, I. Alkorta and J. Elguero, J. Chem. Theory Comp. 5, 208–216 (2009). doi: 10.1021/ct800321b
   PubMed Web of Science ®Google Scholar
• J.E. Del Bene, I. Alkorta and J. Elguero, J. Phys. Chem. A 114, 2637–43 (2010). doi: 10.1021/jp910040w
   PubMed Web of Science ®Google Scholar
• R. Faber and S.P.A. Sauer, Phys. Chem. Chem. Phys. 14, 16440–16447 (2012). doi: 10.1039/c2cp42198d
   PubMed Web of Science ®Google Scholar
• R. Faber, S.P.A. Sauer and J. Gauss, J. Chem. Theory Comp. 13, 696–709 (2017). doi: 10.1021/acs.jctc.6b01003
   PubMed Web of Science ®Google Scholar
• J.E. Del Bene, I. Alkorta and J. Elguero, J. Phys. Chem. A 122, 2587–2597 (2018). doi: 10.1021/acs.jpca.8b00236
   PubMed Web of Science ®Google Scholar
• T. Kupka, M. Nieradka, M. Stachów, T. Pluta, P. Nowak, H. Kjær, J. Kongsted and J. Kaminsky, J. Phys. Chem. A 116, 3728–3738 (2012). doi: 10.1021/jp212588h
   PubMed Web of Science ®Google Scholar
• A. Gryff-Keller and P. Szczecinski, RSC Adv. 6, 82783–82792 (2016). doi: 10.1039/C6RA15343G
   Web of Science ®Google Scholar
• J. Reuben, Y. Shvo and A. Demiel, J. Am. Chem. Soc. 87, 3995–3996 (1965). doi: 10.1021/ja01095a046
   Web of Science ®Google Scholar
• W.S. Brey Jr. and K.C. Ramey, J. Chem. Phys. 39, 844–845 (1963). doi: 10.1063/1.1734340
   Web of Science ®Google Scholar
• S.K. Rastogi, R.A. Rogers, J. Shi, C.T. Brown, C. Salinas, K.M. Martin, J. Armitage, C. Dorsey, G. Chun, P. Rinaldi and W.J. Brittain, Magn. Reson. Chem. 54, 126–131 (2016). doi: 10.1002/mrc.4327
   PubMed Web of Science ®Google Scholar
• F.B. Mallory and C.W. Mallory, J. Am. Chem. Soc. 107, 4816–4819 (1985). doi: 10.1021/ja00303a002
   Web of Science ®Google Scholar
• I. Ghiviriga, M.A. Rubinski and W.R. Dolbier Jr, Magn. Reson. Chem. 54, 592–596 (2016). doi: 10.1002/mrc.4407
   PubMed Web of Science ®Google Scholar
• F.B. Mallory, E.D. Luzik, C.W. Mallory and P.J. Carroll, J. Org. Chem. 57, 366–370 (1992). doi: 10.1021/jo00027a063
   Web of Science ®Google Scholar
• T. Schaefer, K. Marat, A. Lemire and A.F. Janzen, Org. Magn. Reson. 18, 90–91 (1982). doi: 10.1002/mrc.1270180209
   Web of Science ®Google Scholar
• W. Nakanishi, S. Hayashi, A. Sakaue, G. Ono and Y. Kawada, J. Am. Chem. Soc. 120, 3635–3640 (1998). doi: 10.1021/ja974070q
   Web of Science ®Google Scholar
• M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, G. Scalmani, V. Barone, B. Mennucci, G.A. Petersson, H. Nakatsuji, M. Caricato, X. Li, H.P. Hratchian, A.F. Izmaylov, J. Bloino, G. Zheng, J.L. Sonnenberg, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, T. Vreven, 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, N. Rega, J.M. Millam, M. Klene, J.E. Knox, J.B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, R.L. Martin, K. Morokuma, V.G. Zakrzewski, G.A. Voth, P. Salvador, J.J. Dannenberg, S. Dapprich, A.D. Daniels, O. Farkas, J.B. Foresman, J.V. Ortiz, J. Cioslowski and D.J. Fox, Gaussian 09, Revision D.01 Gaussian, Inc., Wallingford, CT (unpublished) 2013.
   Google Scholar
• T.W. Keal and D.J. Tozer, J. Chem. Phys. 119, 3015–3024 (2003). doi: 10.1063/1.1590634
   Web of Science ®Google Scholar
• J.P. Perdew, K. Burke and M. Ernzerhof, Phys. Rev. Lett. 77, 3865–3868 (1996). doi: 10.1103/PhysRevLett.77.3865
   PubMed Web of Science ®Google Scholar
• A.D. Becke, Phys. Rev. A 38, 3098–3100 (1988). doi: 10.1103/PhysRevA.38.3098
   PubMed Web of Science ®Google Scholar
• J.P. Perdew, Phys. Rev. B 33, 8822–8824 (1986). erratum: 34:7406, 1986. doi: 10.1103/PhysRevB.33.8822
   PubMed Web of Science ®Google Scholar
• S. Grimme, J. Comput. Chem. 27, 1787–1799 (2006). doi: 10.1002/jcc.20495
   PubMed Web of Science ®Google Scholar
• A.D. Becke, J. Chem. Phys. 98, 1372 (1993). doi: 10.1063/1.464304
   Web of Science ®Google Scholar
• A.D. Becke, J. Chem. Phys. 98, 5648–5652 (1993). doi: 10.1063/1.464913
   Web of Science ®Google Scholar
• T. Yanai, D.P. Tew and N.C. Handy, Chem. Phys. Lett. 393, 51–57 (2004). doi: 10.1016/j.cplett.2004.06.011
   Web of Science ®Google Scholar
• C. Adamo and V. Barone, J. Chem. Phys. 110, 6158–6169 (1999). doi: 10.1063/1.478522
   Web of Science ®Google Scholar
• M.G. Medvedev, I.S. Bushmarinov, J. Sun, J.P. Perdew and K.A. Lyssenko, Science 355 (6320), 49 (2017). doi: 10.1126/science.aah5975
   PubMed Web of Science ®Google Scholar
• 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. Fernandez, 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.S. de Meras, 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, Wiley Interdiscip. Rev. Comput. Mol. Sci. 4, 269–284 (2014). doi: 10.1002/wcms.1172
   PubMed Web of Science ®Google Scholar
• Dalton2016, a molecular electronic structure program, 2016. see http://www.daltonprogram.org.
   Google Scholar
• P.F. Provasi, G.A. Aucar and S.P.A. Sauer, J. Chem. Phys. 115, 1324–1334 (2001). doi: 10.1063/1.1379331
   Web of Science ®Google Scholar
• P.F. Provasi and S.P.A. Sauer, J. Chem. Phys. 133, 054308 (2010). doi: 10.1063/1.3465553
   PubMed Web of Science ®Google Scholar
• Yu.Yu. Rusakov, L.B. Krivdin, S.P.A. Sauer, E.P. Levanova and G.G. Levkovskaya, Magn. Reson. Chem. 48, 44–52 (2010).
   PubMed Web of Science ®Google Scholar
• F. Jensen, J. Chem. Theory Comp. 2, 1360–1369 (2006). doi: 10.1021/ct600166u
   PubMed Web of Science ®Google Scholar
• F. Jensen, Theor. Chem. Acc. 126, 371–382 (2010). doi: 10.1007/s00214-009-0699-5
   Web of Science ®Google Scholar
• R. Faber, J. Kaminsky and S.P.A. Sauer, Rovibrational and Temperature Effects in Theoretical Studies of NMR Parameters, in Gas Phase NMR, edited by K. Jackowski and M. Jaszuński, Chap. 7, pp. 218–266 (2016).
   Google Scholar
• A. Møgelhøj, K. Aidas, K.V. Mikkelsen, S.P.A. Sauer and J. Kongsted, J. Chem. Phys. 130, 134508 (2009). doi: 10.1063/1.3098255
   PubMed Web of Science ®Google Scholar
• K. Ruud, L. Frediani, R. Cammi and B. Mennucci, Int. J. Mol. Sci. 4, 119 (2003). doi: 10.3390/i4030119
   Web of Science ®Google Scholar
• ReSpect, version 4.0.0 (2016); Relativistic Spectroscopy DFT program of authors Repisky, M.; Komorovsky, S.; Malkin, V. G.; Malkina, O. L.; Kaupp, M.; Ruud, K., with contributions from Bast, R.; Ekstrom, U.; Kadek, M.; Knecht, S.; Konecny, L.; Malkin, E.; Malkin-Ondik, I. (see www.respectprogram.org).
   Google Scholar
• J.E. Del Bene, I. Alkorta and J. Elguero, J. Phys. Chem. A 113, 12411–12420 (2009). doi: 10.1021/jp902089g
   PubMed Web of Science ®Google Scholar
• H. Kjær, S.P.A. Sauer and J. Kongsted, J. Chem. Phys. 133, 144106 (2010).
   PubMed Web of Science ®Google Scholar
• R.H. Contreras and J.E. Peralta, Prog. NMR Spectrosc. 37, 321 (2000). doi: 10.1016/S0079-6565(00)00027-3
   Web of Science ®Google Scholar
• P.F. Provasi and S.P.A. Sauer, J. Chem. Theory Comp. 2, 1019–1027 (2006). doi: 10.1021/ct6000973
   PubMed Web of Science ®Google Scholar