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A Zinc Porphyrin Bearing Two Lateral dpp‐Containing Rings and Its [3]Pseudorotaxane (dpp: 2,9‐diphenyl‐1,10‐phenanthroline)
Author(s) -
Roche Cécile,
Sour Angélique,
Niess Frédéric,
Heitz Valérie,
Sauvage JeanPierre
Publication year - 2009
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200900136
Subject(s) - chemistry , porphyrin , zinc , aldehyde , phenanthroline , ring (chemistry) , yield (engineering) , copper , salt (chemistry) , stereochemistry , polymer chemistry , medicinal chemistry , organic chemistry , catalysis , materials science , metallurgy
A zinc porphyrin attached to two dpp‐containing rings was prepared from a 31‐membered ring with an attached pendent aldehyde function and 5‐mesityldipyrromethane by using the synthetic method introduced long ago by Lindsey and his group. The obtained porphyrin is of the ABAB type, with two mesityl groups on the 5‐ and 15‐positions and two macrocycles on the 10‐ and 20‐positions. From this compound, a [3]pseudorotaxane was obtained in good yield from the reaction of the porphyrin with two equivalents of a copper(I) salt followed by the addition of two equivalents of 2,9‐dianisyl‐1,10‐phenanthroline.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)