Gold(III)-Mediated Contraction of Benzene to Cyclopentadiene: Fromp-Benziporphyrin to Gold(III) True Tetraarylcarbaporphyrin

Autor: Kamil Kupietz, Bartosz Szyszko, Ludmiła Szterenberg, Lechosław Latos-Grażyński
Rok vydání: 2013
Předmět:
Zdroj: Chemistry - A European Journal. 20:1376-1382
ISSN: 0947-6539
DOI: 10.1002/chem.201304162
Popis: The reaction of p-benziporphyrin, sodium tetrachloroaurate(III) dihydrate, and potassium carbonate in dichloromethane yielded gold(III) 5,10,15,20-tetraaryl-21-carbaporphyrin owing to the contraction of p-phenylene to cyclopentadiene. This molecule is the very first representative of a true 5,10,15,20-tetraaryl-21-carbaporphyrin complex where four trigonal donor atoms are involved in equatorial coordination. The contraction adds an unprecedented route to numerous organic transformations of aromatic compounds catalyzed by simple gold(III) compounds. p-Benziporphyrin provided the unique environment to alter the fundamental reactivity of the benzene unit facilitating its contraction to cyclopentadiene.
Databáze: OpenAIRE