Porphyrins with a carbosilane dendrimer periphery as synthetic components for supramolecular self-assembly.
The preparation of the shape-persistent carbosilane-functionalized porphyrins H2TPP(4-SiRR'Me)4, Zn(II)-TPP(4-SiRR'Me)4 (R = R' = Me, CH2CH=CH2, CH2CH2CH2OH; R = Me, R' = CH2CH=CH2, CH2CH2CH2OH; TPP = tetraphenyl porphyrin), H2TPP(4-Si(C6H4-1,4-SiRR'Me)3)4, and Zn(II)-TPP(4-Si(C6H4-1,4-SiRR'Me)3)4 (R = R' = Me, CH2CH=CH2; R = Me, R' = CH2CH[double bond, length as m-dash]CH2) using the Lindsey condensation methodology is described. For a series of five samples their structures in the solid state were determined by single crystal X-ray structure analysis. The appropriate 0th and 1st generation porphyrin-based 1,4-phenylene carbosilanes form 2D and 3D supramolecular network structures, primarily controlled by either π-π interactions (between pyrrole units and neighboring phenylene rings) or directional molecular hydrogen recognition and zinc-oxygen bond formation in the appropriate hydroxyl-functionalized molecules. UV-Vis spectroscopic studies were carried out in order to analyze the effect of the dendritic branches on the optical properties of the porphyrin ring.
Technische Universität Chemnitz, Faculty of Natural Sciences, Institute of Chemistry, Inorganic Chemistry, D-09107 Chemnitz, Germany. heinrich.lang@chemie.tu-chemnitz.de.
Zakariyya
Z
Ishtaiwi
Tobias
T
Rüffer
Sami
S
Klaib
Roy
R
Buschbeck
Bernhard
B
Walfort
Heinrich
H
Lang