caa a22 4500 469038209 CHVBK 20180323132801.0 cr unu---uuuuu 170328e19920801xx s 000 0 ger 10.1007/BF00812326 doi (NATIONALLICENCE)springer-10.1007/BF00812326 13C-NMR-Untersuchungen von Substituenteneffekten in mehrfach substituierten Benzen-und Naphthalenverbindungen: Inkrementberechnungen der13C-chemischen Verschiebungen [Elektronische Daten] [Dieter Ströhl, Steffen Thomas, Erich Kleinpeter, Reiner Radeglia, Joachim Brunn] Substituent effects in the13C-NMR chemical shifts of polysubstituted benzene and naphthalene compounds: An incremental calculation Summary: The aryl13C chemical shifts of Cl-substituted 4-amino-, 4-diazonium-N,N-dimethylanilines, N,N-dimethylanilines and differently substituted naphthalenes were assigned by means of different NMR methods. The assignments were compared with chemical shifts obtained by using empirical additivity relationship for mono substituted aromatic substances. As a means of substitutent interactions, the chemical shift difference between calculated and experimental values (Δδ c i ) has been used. In the presence of remarkable steric and electronic substituent interactions, large deviations from additivity (Δδ c i values up to 15.4 ppm) were found. Which originate primarily from steric interactions between the substitutents. In order to account therefore, correction increments have been developed by employing the Δδ c i values obtained from 1,2-disubstituted benzenes or naphthalenes. The13C chemical shifts of more than seventy substituted benzenes and naphthalenes have been predicted. The results corroborate that reasonable calculation of chemical shifts in sterically hindered benzenes is possible by using the extended additivity rule. The Δδ c i values are much lower and allow reasonable structural assignments. For external users of this incremental system, a computer program for IBM compatible PC/AT was developed. By means of this program, the13C chemical shifts for different benzenes and naphthalenes with or without 1,2-disubstituted correction increments will be calculated and the corresponding spectrum displayed. The program can assist the successful assignment of experimental13C chemical shifts. Springer-Verlag, 1992 13C Incremental system nationallicence Substituted benzenes and naphthalenes nationallicence INEPT nationallicence Ströhl Dieter Institut für Analytische Chemie, Martin-Luther-Universität Halle-Wittenberg, D-O-4050, Halle/Saale, Bundesrepublik Deutschland aut Thomas Steffen Institut für Analytische Chemie, Martin-Luther-Universität Halle-Wittenberg, D-O-4050, Halle/Saale, Bundesrepublik Deutschland aut Kleinpeter Erich Institut für Analytische Chemie, Martin-Luther-Universität Halle-Wittenberg, D-O-4050, Halle/Saale, Bundesrepublik Deutschland aut Radeglia Reiner Analytisches Zenturm, D-O-1199, Berlin, Bundesrepublik Deutschland aut Brunn Joachim Institut für Analytik, TH Merseburg, D-O-4200, Merseburg, Bundesrepublik Deutschland aut Monatshefte für Chemie / Chemical Monthly Springer-Verlag 123/8-9(1992-08-01), 769-777 0026-9247 123:8-9<769 1992 123 706 https://doi.org/10.1007/BF00812326 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/BF00812326 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Ströhl Dieter Institut für Analytische Chemie, Martin-Luther-Universität Halle-Wittenberg, D-O-4050, Halle/Saale, Bundesrepublik Deutschland aut NATIONALLICENCE 700 1- Thomas Steffen Institut für Analytische Chemie, Martin-Luther-Universität Halle-Wittenberg, D-O-4050, Halle/Saale, Bundesrepublik Deutschland aut NATIONALLICENCE 700 1- Kleinpeter Erich Institut für Analytische Chemie, Martin-Luther-Universität Halle-Wittenberg, D-O-4050, Halle/Saale, Bundesrepublik Deutschland aut NATIONALLICENCE 700 1- Radeglia Reiner Analytisches Zenturm, D-O-1199, Berlin, Bundesrepublik Deutschland aut NATIONALLICENCE 700 1- Brunn Joachim Institut für Analytik, TH Merseburg, D-O-4200, Merseburg, Bundesrepublik Deutschland aut NATIONALLICENCE 773 0- Monatshefte für Chemie / Chemical Monthly Springer-Verlag 123/8-9(1992-08-01), 769-777 0026-9247 123:8-9<769 1992 123 706 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer