Organometallics
Tutorial
Nonaqueous Solutions Based on Accurate Polarized Partial Charges. J.
Chem. Theory Comput. 2007, 3, 2011−2033. (f) Takano, Y.; Houk, K.
N. Benchmarking the Conductor-like Polarizable Continuum Model
(CPCM) for Aqueous Solvation Free Energies of Neutral and Ionic
Organic Molecules. J. Chem. Theory Comput. 2005, 1, 70−77.
(g) Marenich, A. V.; Cramer, C. J.; Truhlar, D. G. Universal Solvation
Model Based on Solute Electron Density and on a Continuum Model of
the Solvent Defined by the Bulk Dielectric Constant and Atomic
Surface Tensions. J. Phys. Chem. B 2009, 113, 6378−6396.
(18) Adhikari, D.; Nguyen, S. T.; Baik, M.-H. A Computational Study
of the Mechanism of the [(salen)Cr + DMAP]-Catalyzed Formation of
Cyclic Carbonates from CO2 and Epoxide. Chem. Commun. 2014, 50,
2676−2678.
(19) Paddock, R. L.; Nguyen, S. T. Chemical CO2 Fixation: Cr(III)
Salen Complexes as Highly Efficient Catalysts for the Coupling of CO2
and Epoxides. J. Am. Chem. Soc. 2001, 123, 11498−11499.
(20) Morse, P. M. Diatomic Molecules According to the Wave
Mechanics. II. Vibrational Levels. Phys. Rev. 1929, 34, 57−64.
(21) Baik, M.-H.; Friesner, R. A.; Lippard, S. J. Theoretical Study on
the Stability of N-Glycosyl Bonds: Why Does N7-Platination Not
Promote Depurination? J. Am. Chem. Soc. 2002, 124, 4495−4503.
(22) Parr, R. G.; Yang, W. Density-Functional Theory of Atoms and
Molecules; Oxford University Press: New York, 1989.
(8) (a) Tetrode, H. Die chemische Konstante der Gase und das
elementare Wirkungsquantum. Ann. Phys. (Berlin, Ger.) 1912, 343,
434−442. (b) Sackur, O. Die universelle Bedeutung des sog.
elementaren Wirkungsquantums. Ann. Phys. (Berlin, Ger.) 1913, 345,
67−86.
(23) Bochevarov, A. D.; Harder, E.; Hughes, T. F.; Greenwood, J. R.;
Braden, D. A.; Philipp, D. M.; Rinaldo, D.; Halls, M. D.; Zhang, J.;
Friesner, R. A. Jaguar: A High-Performance Quantum Chemistry
Software Program with Strengths in Life and Materials Sciences. Int. J.
Quantum Chem. 2013, 113, 2110−2142.
́
(9) Simon, L.; Goodman, J. M. How reliable are DFT transition
structures? Comparison of GGA, hybrid-meta-GGA and meta-GGA
functionals. Org. Biomol. Chem. 2011, 9, 689−700.
(10) (a) Marten, B.; Kim, K.; Cortis, C.; Friesner, R. A.; Murphy, R. B.;
Ringnalda, M. N.; Sitkoff, D.; Honig, B. New Model for Calculation of
Solvation Free Energies: Correction of Self-Consistent Reaction Field
Continuum Dielectric Theory for Short-Range Hydrogen-Bonding
Effects. J. Phys. Chem. 1996, 100, 11775−11788. (b) Edinger, S. R.;
Cortis, C.; Shenkin, P. S.; Friesner, R. A. Solvation Free Energies of
Peptides: Comparison of Approximate Continuum Solvation Models
with Accurate Solution of the Poisson−Boltzmann Equation. J. Phys.
Chem. B 1997, 101, 1190−1197. (c) Friedrichs, M.; Zhou, R.; Edinger,
S. R.; Friesner, R. A. Poisson−Boltzmann Analytical Gradients for
Molecular Modeling Calculations. J. Phys. Chem. B 1999, 103, 3057−
3061.
(24) (a) Slater, J. C. Quantum Theory of Molecules and Solids; McGraw-
Hill: New York, 1974; Vol. 4 (The Self-Consistent Field for Molecules
and Solids). (b) Vosko, S. H.; Wilk, L.; Nusair, M. Accurate spin-
dependent electron liquid correlation energies for local spin density
calculations: a critical analysis. Can. J. Phys. 1980, 58, 1200−1211.
(25) Ditchfield, R.; Hehre, W. J.; Pople, J. A. Self-Consistent
Molecular-Orbital Methods. IX. An Extended Gaussian-Type Basis for
Molecular-Orbital Studies of Organic Molecules. J. Chem. Phys. 1971,
54, 724−728.
(26) Peng, C.; Schlegel, H. B. Combining Synchronous Transit and
Quasi-Newton Methods to Find Transition States. Isr. J. Chem. 1993,
33, 449−454.
(11) (a) Paizs, B.; Suhai, S. Comparative Study of BSSE Correction
Methods at DFT and MP2 Levels of Theory. J. Comput. Chem. 1998,
19, 575−584. (b) Mayer, I. Interrelations between the a priori and a
posteriori BSSE correction schemes. Int. J. Quantum Chem. 2004, 100,
559−566. (c) Balabin, R. M. Enthalpy difference between con-
formations of normal alkanes: Intramolecular basis set superposition
error (BSSE) in the case of n-butane and n-hexane. J. Chem. Phys. 2008,
129, 164101−164105.
(27) te Velde, G.; Bickelhaupt, F. M.; Baerends, E. J.; Fonseca Guerra,
C.; van Gisbergen, S. J. A. Chemistry with ADF. J. Comput. Chem. 2001,
22, 931−967.
(28) Baerends, E. J.; Ziegler, T.; Atkins, A. J.; Autschbach, J.; Baseggio,
́
O.; Bashford, D.; Berces, A.; Bickelhaupt, F. M.; Bo, C.; Boerrigter, P.
M.; Cavallo, L.; Daul, C.; Chong, D. P.; Chulhai, D. V.; Deng, L.;
Dickson, R. M.; Dieterich, J. M.; Ellis, D. E.; van Faassen, M.; Fan, L.;
Fischer, T. H.; Fonseca Guerra, C.; Franchini, M.; Ghysels, A.;
(12) Yang, Z.; Yang, S.; Yu, P.; Li, Y.; Doubleday, C.; Park, J.; Patel, A.;
Jeon, B.-s.; Russell, W. K.; Liu, H.-w.; Russell, D. H.; Houk, K. N.
Influence of water and enzyme SpnF on the dynamics and energetics of
the ambimodal [6 + 4]/[4 + 2] cycloaddition. Proc. Natl. Acad. Sci. U. S.
A. 2018, 115, E848−E855.
̈
Giammona, A.; van Gisbergen, S. J. A.; Goez, A.; Gotz, A. W.;
Groeneveld, J. A.; Gritsenko, O. V.; Gruning, M.; Gusarov, S.; Harris, F.
E.; van den Hoek, P.; Hu, Z.; Jacob, C. R.; Jacobsen, H.; Jensen, L.;
̈
̈
Joubert, L.; Kaminski, J. W.; van Kessel, G.; Konig, C.; Kootstra, F.;
́
́
(13) (a) Vasquez, M.; Nemethy, G.; Scheraga, H. A. Conformational
Energy Calculations on Polypeptides and Proteins. Chem. Rev. 1994,
94, 2183−2239. (b) Bolhuis, P. G.; Chandler, D.; Dellago, C.; Geissler,
P. L. Transition Path Sampling: Throwing Ropes Over Rough
Mountain Passes, in the Dark. Annu. Rev. Phys. Chem. 2002, 53,
291−318. (c) Christen, M.; Van Gunsteren, W. F. On Searching in,
Sampling of, and Dynamically Moving through Conformational Space
of Biomolecular Systems: A review. J. Comput. Chem. 2008, 29, 157−
166.
Kovalenko, A.; Krykunov, M. V.; van Lenthe, E.; McCormack, D. A.;
Michalak, A.; Mitoraj, M.; Morton, S. M.; Neugebauer, J.; Nicu, V. P.;
Noodleman, L.; Osinga, V. P.; Patchkovskii, S.; Pavanello, M.; Peeples,
C. A.; Philipsen, P. H. T.; Post, D.; Pye, C. C.; Ramanantoanina, H.;
Ramos, P.; Ravenek, W.; Rodríguez, J. I.; Ros, P.; Ru
̈
ger, R.; Schipper, P.
R. T.; Schluns, D.; van Schoot, H.; Schreckenbach, G.; Seldenthuis, J.
̈
̀
S.; Seth, M.; Snijders, J. G.; Sola, M.; Stener, M.; Swart, M.; Swerhone,
D.; Tognetti, V.; te Velde, G.; Vernooijs, P.; Versluis, L.; Visscher, L.;
Visser, O.; Wang, F.; Wesolowski, T. A.; van Wezenbeek, E. M.;
Wiesenekker, G.; Wolff, S. K.; Woo, T. K.; Yakovlev, A. L. ADF2017;
SCM, Theoretical Chemistry, Vrije Universiteit: Amsterdam, The
Netherlands, 2017.
(14) Groom, C. R.; Bruno, I. J.; Lightfoot, M. P.; Ward, S. C. The
Cambridge Structural Database. Acta Crystallogr., Sect. B: Struct. Sci.,
Cryst. Eng. Mater. 2016, 72, 171−179.
(29) Grimme, S.; Antony, J.; Ehrlich, S.; Krieg, H. A consistent and
accurate ab initio parametrization of density functional dispersion
correction (DFT-D) for the 94 elements H-Pu. J. Chem. Phys. 2010,
132, 154104.
(15) (a) Ribeiro, R. F.; Marenich, A. V.; Cramer, C. J.; Truhlar, D. G.
Use of Solution-Phase Vibrational Frequencies in Continuum Models
for the Free Energy of Solvation. J. Phys. Chem. B 2011, 115, 14556−
14562. (b) Grimme, S. Supramolecular Binding Thermodynamics by
Dispersion-Corrected Density Functional Theory. Chem. - Eur. J. 2012,
18, 9955−9964. (c) Mammen, M.; Shakhnovich, E. I.; Deutch, J. M.;
Whitesides, G. M. Estimating the Entropic Cost of Self-Assembly of
Multiparticle Hydrogen-Bonded Aggregates Based on the Cyanuric
Acid·Melamine Lattice. J. Org. Chem. 1998, 63, 3821−3830.
(16) Kim, Y.; Hong, S. Rh(III)-Catalyzed 7-Azaindole Synthesis via
C−H Activation/annulative Coupling of Aminopyridines with Alkynes.
Chem. Commun. 2015, 51, 11202−11205.
(17) Eyring, H. The Activated Complex in Chemical Reactions. J.
Chem. Phys. 1935, 3, 107−115.
L
Organometallics XXXX, XXX, XXX−XXX