Further insight into aryl nitration of tetraphenylporphyrin

We report an in-depth study on meso-aryl nitration of tetraphenylporphyrin. In contrast to previous studies, new evidence reveals that tetrakis( p-nitrophenyl) derivative can be obtained as a major product. Successful isolation of the barely soluble product toward a remarkable yield of nearly 90% ha...

Ausführliche Beschreibung

Gespeichert in:

Bibliographische Detailangaben
Veröffentlicht in:	Tetrahedron 2011-08, Vol.67 (33), p.6030-6035
Hauptverfasser:	Xue, Zhi, Lee, Priscilla P.S., Wang, Yanming, Kwong, Daniel W.J., Li, Jing, Xin, John H., Wong, Wai-Kwok, Cheuk, Kevin K.L.
Format:	Artikel
Sprache:	eng
Schlagworte:	5,10,15,20-Tetrakis(4-nitrophenyl)-21 H,23 H-porphyrin Aromatic compounds Chemistry Derivatives Exact sciences and technology Extraction Formations Heterocyclic compounds Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings Mathematical models Nitration Organic chemistry Porphyrin functionalization Porphyrin synthesis Preparations and properties Solid phases Tetra- meso-phenylporphyrin Tetrahedrons
Online-Zugang:	Volltext
Tags:	Tag hinzufügen Keine Tags, Fügen Sie den ersten Tag hinzu!

Beschreibung
Zusammenfassung:	We report an in-depth study on meso-aryl nitration of tetraphenylporphyrin. In contrast to previous studies, new evidence reveals that tetrakis( p-nitrophenyl) derivative can be obtained as a major product. Successful isolation of the barely soluble product toward a remarkable yield of nearly 90% has been reached by means of a solid phase extraction technique. Distribution of different nitro-porphyrin components is reassessed with respect to varying acid content in the reactions. An ortho-effect model is proposed to describe the formation mechanism. [Display omitted]
ISSN:	0040-4020 1464-5416
DOI:	10.1016/j.tet.2011.06.031