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Übergangsmetallkomplexe von Diazenen, XXVII. Eisencarbonyl‐induzierte o ‐Semidin‐Umlagerung von 1‐Alkyl‐2‐aryldiazenen
Author(s) -
Kisch Horst,
Rei ßer Peter,
Knoch Falk
Publication year - 1991
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19911240525
Subject(s) - chemistry , alkyl , stereochemistry , iron pentacarbonyl , medicinal chemistry , crystallography , organic chemistry , inorganic chemistry
Iron Carbonyl Induced o ‐Semidine Rearrangement of 1‐Alkyl‐2‐aryldiazenes Irradiation of pentacarbonyl iron in the presence of Me 3 C – NN – Ar (Arphenyl, p ‐tolyl, p ‐CH 3 OC 6 H 4 ) produces in the first step ortho ‐metallated complexes of the type Me 3 C – N – N(H)RC 6 H 3 Fe(CO) 3 Fe(CO) 3 ( 2a – c , RH, Me, MeO). In a thermal consecutive step these intermediates undergo an o ‐semidine rearrangement to Me 3 C – NFe(CO) 3 – Fe(CO) 3 N(H)RC 6 H 3 ( 1a – c ). The structure of 1a has been elucidated by X‐ray structure analysis. Dynamic 13 C‐NMR spectra indicate restricted rotation of the Me 3 C group and hindered carbonyl scrambling for the latter and former complexes, respectively.