Performance of density functional theory and orbital-optimised second-order perturbation theory methods for geometries and singlet–triplet state splittings of aryl-carbenes

References

• W. Kirmse, Carbene Chemistry, 2nd ed. (Academic Press, New York, 1971).
   Google Scholar
• G. Bertrand, Carbene Chemistry: From Fleeting Intermediates to Powerful Reagents. (CRC Press, Boca Raton, 2002), p. 320.
   Google Scholar
• Y. Wang, C.M. Hadad and J.P. Toscano, J. Am. Chem. Soc. 124, 1761–1767 (2002). doi: 10.1021/ja012139v
   PubMed Web of Science ®Google Scholar
• P. Costa and W. Sander, Angew. Chem., Int. Ed. 53, 5122–5125 (2014).
   PubMed Web of Science ®Google Scholar
• S. Henkel, P. Costa, L. Klute, P. Sokkar, M. Fernandez-Oliva, W. Thiel, E. Sanchez-Garcia and W. Sander, J. Am. Chem. Soc. 138, 1689–1697 (2016). doi: 10.1021/jacs.5b12726
   PubMed Web of Science ®Google Scholar
• Z. Zhu, T. Bally, L.L. Stracener and R.J. McMahon, J. Am. Chem. Soc. 121, 2863–2874 (1999). doi: 10.1021/ja983277w
   Web of Science ®Google Scholar
• C. Riplinger and F. Neese, J. Chem. Phys. 138, 034106 (2013). doi: 10.1063/1.4773581
   PubMed Web of Science ®Google Scholar
• C. Riplinger, B. Sandhoefer, A. Hansen and F. Neese, J. Chem. Phys. 139, 134101 (2013). doi: 10.1063/1.4821834
   PubMed Web of Science ®Google Scholar
• M. Saitow, U. Becker, C. Riplinger, E.F. Valeev and F. Neese, J. Chem. Phys. 146, 164105 (2017). doi: 10.1063/1.4981521
   PubMed Web of Science ®Google Scholar
• R. Ghafarian Shirazi, F. Neese and D.A. Pantazis, J. Chem. Theory Comput. 14, 4733–4746 (2018). doi: 10.1021/acs.jctc.8b00587
   PubMed Web of Science ®Google Scholar
• J.F. Harrison, in Advances in the Theory of Atomic and Molecular Systems, edited by P. Piecuch, J. Maruani, G. Delgado-Barrio and S. Wilson (Springer, Dordrecht, 2009), pp. 33–43.
   Google Scholar
• H.F. Schaefer, Science. 231, 1100–1107 (1986). doi: 10.1126/science.231.4742.1100
   PubMed Web of Science ®Google Scholar
• R. Ghafarian Shirazi, F. Neese, D.A. Pantazis and G. Bistoni, J. Phys. Chem. A. 123, 5081–5090 (2019). doi: 10.1021/acs.jpca.9b01051
   PubMed Web of Science ®Google Scholar
• W.B. Schneider, G. Bistoni, M. Sparta, M. Saitow, C. Riplinger, A.A. Auer and F. Neese, J. Chem. Theory Comput. 12, 4778–4792 (2016). doi: 10.1021/acs.jctc.6b00523
   PubMed Web of Science ®Google Scholar
• A. Altun, M. Saitow, F. Neese and G. Bistoni, J. Chem. Theory Comput. 15, 1616–1632 (2019). doi: 10.1021/acs.jctc.8b01145
   PubMed Web of Science ®Google Scholar
• H.L. Woodcock, D. Moran, B.R. Brooks, P.v.R. Schleyer and H.F. Schaefer, J. Am. Chem. Soc. 129, 3763–3770 (2007). doi: 10.1021/ja068899t
   PubMed Web of Science ®Google Scholar
• R.C. Lochan and M. Head-Gordon, J. Chem. Phys. 126, 164101 (2007). doi: 10.1063/1.2718952
   PubMed Web of Science ®Google Scholar
• F. Neese, T. Schwabe, S. Kossmann, B. Schirmer and S. Grimme, J. Chem. Theory Comput. 5, 3060–3073 (2009). doi: 10.1021/ct9003299
   PubMed Web of Science ®Google Scholar
• S. Kossmann and F. Neese, J. Phys. Chem. A. 114, 11768–11781 (2010). doi: 10.1021/jp105647c
   PubMed Web of Science ®Google Scholar
• U. Bozkaya, J.M. Turney, Y. Yamaguchi, H.F. Schaefer, 3rd and C.D. Sherrill, J. Chem. Phys. 135, 104103 (2011). doi: 10.1063/1.3631129
   PubMed Web of Science ®Google Scholar
• U. Bozkaya, J. Chem. Theory Comput. 10, 4389–4399 (2014). doi: 10.1021/ct500634s
   PubMed Web of Science ®Google Scholar
• U. Bozkaya, J. Chem. Theory Comput. 10, 2371–2378 (2014). doi: 10.1021/ct500231c
   PubMed Web of Science ®Google Scholar
• T.P.M. Goumans, A.W. Ehlers, K. Lammertsma, E.-U. Würthwein and S. Grimme, Chem. Eur. J. 10, 6468–6475 (2004). doi: 10.1002/chem.200400250
   PubMed Web of Science ®Google Scholar
• O. Marchetti and H.-J. Werner, J. Phys. Chem. A. 113, 11580–11585 (2009). doi: 10.1021/jp9059467
   PubMed Web of Science ®Google Scholar
• S. Grimme, S. Ehrlich and L. Goerigk, J. Comput. Chem. 32, 1456–1465 (2011). doi: 10.1002/jcc.21759
   PubMed Web of Science ®Google Scholar
• S. Grimme, J. Antony, S. Ehrlich and H. Krieg, J. Chem. Phys. 132, 154104 (2010). doi: 10.1063/1.3382344
   PubMed Web of Science ®Google Scholar
• F. Weigend and R. Ahlrichs, Phys. Chem. Chem. Phys. 7, 3297–3305 (2005). doi: 10.1039/b508541a
   PubMed Web of Science ®Google Scholar
• F. Weigend, Phys. Chem. Chem. Phys. 8, 1057–1065 (2006). doi: 10.1039/b515623h
   PubMed Web of Science ®Google Scholar
• F. Neese, F. Wennmohs, A. Hansen and U. Becker, Chem. Phys. 356, 98–109 (2009). doi: 10.1016/j.chemphys.2008.10.036
   Web of Science ®Google Scholar
• A. Hellweg, C. Hättig, S. Höfener and W. Klopper, Theor. Chem. Acc. 117, 587–597 (2007). doi: 10.1007/s00214-007-0250-5
   Web of Science ®Google Scholar
• T.H. Dunning, Jr, J. Chem. Phys. 90, 1007–1023 (1989). doi: 10.1063/1.456153
   Web of Science ®Google Scholar
• F. Neese, WIRES Comput. Mol. Sci. 8, e1327 (2018). doi: 10.1002/wcms.1327
   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). doi: 10.1103/PhysRevB.33.8822
   PubMed Web of Science ®Google Scholar
• C. Lee, W. Yang and R.G. Parr., Phys. Rev. B. 37, 785–789 (1988). doi: 10.1103/PhysRevB.37.785
   PubMed 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
• Y. Zhang and W. Yang, Phys. Rev. Lett. 80, 890–890 (1998). doi: 10.1103/PhysRevLett.80.890
   Web of Science ®Google Scholar
• J.P. Perdew and Y. Wang, Phys. Rev. B. 45, 13244–13249 (1992). doi: 10.1103/PhysRevB.45.13244
   PubMed Web of Science ®Google Scholar
• B. Hammer, L.B. Hansen and J.K. Nørskov, Phys. Rev. B. 59, 7413–7421 (1999). doi: 10.1103/PhysRevB.59.7413
   Web of Science ®Google Scholar
• A.D. Becke, J. Chem. Phys. 98, 1372–1377 (1993). doi: 10.1063/1.464304
   Web of Science ®Google Scholar
• W.-M. Hoe, A.J. Cohen and N.C. Handy, Chem. Phys. Lett. 341, 319–328 (2001). doi: 10.1016/S0009-2614(01)00581-4
   Web of Science ®Google Scholar
• X. Xu and W.A. Goddard, Proc. Natl. Acad. Sci. U. S. A. 101, 2673–2677 (2004). doi: 10.1073/pnas.0308730100
   PubMed Web of Science ®Google Scholar
• C. Adamo and V. Barone, J. Chem. Phys. 110, 6158–6170 (1999). doi: 10.1063/1.478522
   Web of Science ®Google Scholar
• J.-D. Chai and M. Head-Gordon, J. Chem. Phys. 128, 084106 (2008). doi: 10.1063/1.2834918
   PubMed Web of Science ®Google Scholar
• J. Tao, J.P. Perdew, V.N. Staroverov and G.E. Scuseria, Phys. Rev. Lett. 91, 146401 (2003). doi: 10.1103/PhysRevLett.91.146401
   PubMed Web of Science ®Google Scholar
• Y. Zhao and D.G. Truhlar, J. Chem. Phys. 125, 194101 (2006). doi: 10.1063/1.2370993
   PubMed Web of Science ®Google Scholar
• V.N. Staroverov, G.E. Scuseria, J. Tao and J.P. Perdew, J. Chem. Phys. 119, 12129–12137 (2003). doi: 10.1063/1.1626543
   Web of Science ®Google Scholar
• Y. Zhao and D.G. Truhlar, Theor. Chem. Acc. 120, 215–241 (2008). doi: 10.1007/s00214-007-0310-x
   Web of Science ®Google Scholar
• S. Grimme, J. Chem. Phys. 124, 034108 (2006). doi: 10.1063/1.2148954
   PubMed Web of Science ®Google Scholar
• A. Karton, A. Tarnopolsky, J.-F. Lamère, G.C. Schatz and J.M.L. Martin, J. Phys. Chem. A. 112, 12868–12886 (2008). doi: 10.1021/jp801805p
   PubMed Web of Science ®Google Scholar
• C. Adamo and V. Barone, J. Chem. Phys. 108, 664–675 (1998). doi: 10.1063/1.475428
   Web of Science ®Google Scholar
• T. Schwabe and S. Grimme, Phys. Chem. Chem. Phys. 8, 4398–4401 (2006). doi: 10.1039/b608478h
   PubMed Web of Science ®Google Scholar
• M. Marsman, A. Grüneis, J. Paier and G. Kresse, J. Chem. Phys. 130, 184103 (2009). doi: 10.1063/1.3126249
   PubMed Web of Science ®Google Scholar
• D. Stück and M. Head-Gordon, J. Chem. Phys. 139, 244109 (2013). doi: 10.1063/1.4851816
   PubMed Web of Science ®Google Scholar
• J. Lee and M. Head-Gordon, J. Chem. Theory Comput. 14, 5203–5219 (2018). doi: 10.1021/acs.jctc.8b00731
   PubMed Web of Science ®Google Scholar
• H.A. Bent, Chem. Rev. 61, 275–311 (1961). doi: 10.1021/cr60211a005
   Web of Science ®Google Scholar
• Y. Xie, P.R. Schreiner, P.v.R. Schleyer and H.F. Schaefer, J. Am. Chem. Soc. 119, 1370–1377 (1997). doi: 10.1021/ja9517072
   Web of Science ®Google Scholar
• M.A. Dobrowolski, T.M. Krygowski and M.K. Cyrański, Croat. Chem. Acta. 82, 139–147 (2009).
   Web of Science ®Google Scholar
• Y. Guo, C. Riplinger, U. Becker, D.G. Liakos, Y. Minenkov, L. Cavallo and F. Neese, J. Chem. Phys. 148, 011101 (2018). doi: 10.1063/1.5011798
   PubMed Web of Science ®Google Scholar