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Monatshefte Fur Chemie | 1992

13C-NMR-Untersuchungen von Substituenteneffekten in mehrfach substituierten Benzen-und Naphthalenverbindungen: Inkrementberechnungen der13C-chemischen Verschiebungen

Dieter Ströhl; Steffen Thomas; Erich Kleinpeter; Reiner Radeglia; Joachim Brunn

SummaryThe 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 (Δδci) has been used. In the presence of remarkable steric and electronic substituent interactions, large deviations from additivity (Δδci 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 Δδci 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 Δδci 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.


Journal Fur Praktische Chemie-chemiker-zeitung | 1985

Zuordnung der 13C‐NMR‐Spektren von Cl‐substituierten 4‐Nitro‐N, N‐dimethylanilinen

Dieter Ströhl; Reiner Radeglia; Joachim Brunn; J. Kriwanek; E. Fanghänel


Zeitschrift für Chemie | 2010

Der Einfluß von Benzol und Eu(fod)3 auf die Protonensignale des dimeren und trimeren Acrylsäuremethylesters im h-1H-NMR-Spektrum

Joachim Brunn; Margit Großmann


Zeitschrift für Chemie | 2010

Hilfsreaktionen in der NMR-Spektroskopie

Klaus Doerffel; Joachim Brunn; Wolfram Höbold; Reiner Radeglia


Zeitschrift für Chemie | 2010

Lösungsmitteleinflüsse auf 13C-Spin-Gitter-Relaxationszeiten von Vinyl- und Ethylacetat

Joachim Brunn; Christine Beck; Reiner Radeglia; Zlatko Šrank


Zeitschrift für Chemie | 2010

Lewis-Säuren als NMR-Verschiebungsreagenzien

Joachim Brunn; Christine Beck


Journal Fur Praktische Chemie-chemiker-zeitung | 1989

13C‐NMR‐Untersuchungen von Substituenteneffekten in mehrfach substituierten Benzenverbindungen. I. 1,3,4,5‐Tetrasubstituierte Benzene

Dieter Ströhl; Reiner Radeglia; Joachim Brunn; Egon Fanghänel


Journal Fur Praktische Chemie-chemiker-zeitung | 1970

Spektroskopisches Verhalten von organischen Schwefelverbindungen. IV [1]. Lage, Form und integrale Intensität der SO2-Valenzschwingungsbanden einfacher Sulfone

Klaus Doerffel; Joachim Brunn


Journal Fur Praktische Chemie-chemiker-zeitung | 1970

Spektroskopische Untersuchungen an Polyoxymethylenen. II [1]. Charakteristik von Trioxan-Dioxolan-Copolymeren

R. Boltze; Joachim Brunn; Klaus Doerffel; W. Höbold; G. Opitz


Zeitschrift für Chemie | 2010

Struktur‐ und Löungsmittelabhängigkeit der Halbstufenpotentiale von Acrylestern

Joachim Brunn; Hans‐Dieter Bormann; Irene Wenderoth

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