Synthesis and Characterization of Porphyrin-Diazaporphyrin Hybrid Tapes

来源 :The First Asian Conference on Porphyrins, Phthalocyanines an | 被引量 : 0次 | 上传用户:yp0202
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  Extensive attention has been focused on the exploration of π-conjugated porphyrins in virtue of their potential applications in near-infrared dyes,molecular wires,nonlinear optical materials and so forth.[1a] Porphyrin tapes are a fascinating series of π-conjugation molecules in light of flat structures,multiredox response and large two-photon absorption cross-section values.[1b] 5,15-diazaporphyrin(DAP)exhibited a hypsochromic shift and the splitting of the Soret band,as well as the bathochromic shift and intensification of the Q-band due to the involvement of electronegative nitrogen atoms at the meso-positions.[2] Herein,meso-β doubly-linked porphyrin-diazaporphyrin hybrid tapes were synthesized through Suzuki–Miyuara cross coupling reaction[3] and intramolecular oxidation[4].These compounds were comprehensively characterized by 1H NMR spectra,high-resolution mass spectrometry and UV/Vis absorption spectrometry.The structures of 2 and 4 were confirmed by X-ray diffraction analysis.After intramolecular oxidation,considerable distortion of the DAP ring was observed in compound 4(Fig.1).The hybrid tapes showed strong near-infrared absorption.
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