caa a22 4500 445875143 CHVBK 20180317145525.0 cr unu---uuuuu 170323e20110101xx s 000 0 eng 10.1007/s10593-011-0657-8 doi (NATIONALLICENCE)springer-10.1007/s10593-011-0657-8 Quantum-chemical study of nucleophilic substitution in protonated trisindolylmethane* [Elektronische Daten] [E. Bykov, N. Chuvylkin, S. Lavrenov, M. Preobrazhenskaya] The total energies of reactants, products, and transition states of nucleophilic substitution reactions in protonated tris(indol-3-yl)methane have been assessed with the semiempirical AM1 method and the theory of functional density B3LYP/6-31(d) method. The results of calculations indicated that the reactions proceed by an SN1-like mechanism, since the activation barrier for it is significantly lower than in the case of the SN2-like mechanism. Springer Science+Business Media, Inc., 2011 trisindolylmethane nationallicence quantum-chemical calculations nationallicence methods AM1 nationallicence B3LYP/6-31G(d) nationallicence nucleophilic substitution nationallicence Bykov E. A. F. Gause Institute of New Antibiotics, Russian Academy of Medical Sciences, 119867, Moscow, Russia aut Chuvylkin N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991, Moscow, Russia aut Lavrenov S. A. F. Gause Institute of New Antibiotics, Russian Academy of Medical Sciences, 119867, Moscow, Russia aut Preobrazhenskaya M. A. F. Gause Institute of New Antibiotics, Russian Academy of Medical Sciences, 119867, Moscow, Russia aut Chemistry of Heterocyclic Compounds Springer US; http://www.springer-ny.com 46/10(2011-01-01), 1233-1238 0009-3122 46:10<1233 2011 46 10593 https://doi.org/10.1007/s10593-011-0657-8 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/s10593-011-0657-8 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Bykov E. A. F. Gause Institute of New Antibiotics, Russian Academy of Medical Sciences, 119867, Moscow, Russia aut NATIONALLICENCE 700 1- Chuvylkin N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991, Moscow, Russia aut NATIONALLICENCE 700 1- Lavrenov S. A. F. Gause Institute of New Antibiotics, Russian Academy of Medical Sciences, 119867, Moscow, Russia aut NATIONALLICENCE 700 1- Preobrazhenskaya M. A. F. Gause Institute of New Antibiotics, Russian Academy of Medical Sciences, 119867, Moscow, Russia aut NATIONALLICENCE 773 0- Chemistry of Heterocyclic Compounds Springer US; http://www.springer-ny.com 46/10(2011-01-01), 1233-1238 0009-3122 46:10<1233 2011 46 10593 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer