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Chromium Complexes Containing Polycyclic Condensed Aromatic Ligands: Mono‐ and Bidirectional Synthesis from Chromium–Carbenes, Molecular Structures, and Rearrangement Reactions
Author(s) -
Hegele Peter,
Schnakenburg Gregor,
Daniels Jörg,
Dötz Karl Heinz
Publication year - 2014
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.201301409
Subject(s) - chemistry , chromium , kinetics , benzopyrene , medicinal chemistry , stereochemistry , pyrene , organic chemistry , physics , quantum mechanics , benzo(a)pyrene
Abstract Chromium–pyrenylcarbenes accessible from halopyrene precursors undergo benzannulation upon gentle warming with 3‐hexyne to give hydroquinoid benzopyrene–Cr(CO) 3 complexes. Kinetic benzannulation product 3 rearranges into thermodynamic haptotropomer 4 at 70 °C in octafluorotoluene under first‐order kinetics. Further complexation of 3 by Cr(NH 3 ) 3 (CO) 3 affords syn and anti dinuclear chromium–benzopyrene complexes. Bidirectional extension of the benzannulation protocol results in the formation of syn and anti dibenzopyrene–dichromium complexes, which are structurally characterized by X‐ray analysis.