Synthesis of porphyrinoids with silane anchors and their covalent self-assembling and metallation on solid surface |
| |
Authors: | Sariola-Leikas Essi Hietala Matti Veselov Alexey Okhotnikov Oleg Semjonov Sergei L Tkachenko Nikolai V Lemmetyinen Helge Efimov Alexander |
| |
Institution: | Department of Chemistry and Bioengineering, Tampere University of Technology, Tampere, Finland. essi.sariola-leikas@tut.fi |
| |
Abstract: | We have synthesized a set of porphyrin and phthalocyanine compounds with two different silane anchors. Syntheses of the anchor-substituted chromophores have been carried out via hydrosilylation of alkene derivatives, catalyzed by platinum complexes. The reduction side-process was suppressed using specific anchor/catalyst pairs, and the silane-containing compounds were successfully isolated from hydrogenated by-products in pure form with good yields. The target porphyrinoids having stable reactive silane anchors possess the ability to self-assemble on metal oxides and quartz surfaces and optical fibers. Covalent attachment is done in one-step, which makes the bonding process fast and easy. Immobilized chromophores were further converted by on-surface reactions into Zn(II) and Mg(II) metal complexes. The metallation time was found to be as fast as 1 min for Zn ion. Bonding densities calculated from the absorbances of the deposited layers give rough estimations for packing of the molecules on various substrates and evidence for monomolecular layers formation. |
| |
Keywords: | |
本文献已被 ScienceDirect PubMed 等数据库收录! |