The Implication of 1,3-Dipolar Cycloaddition of Azomethine Ylides to the Synthesis of Main- Chain Porphyrin Oligomers

被引:3
作者
Konev, Alexander S. [1 ]
Lukyanov, Daniil A. [1 ]
Vlasov, Petr S. [1 ]
Levin, Oleg V. [1 ]
Virtsev, Alexander A. [1 ]
Kislyakov, Ivan M. [2 ]
Khlebnikov, Alexander F. [1 ]
机构
[1] St Petersburg State Univ, Dept Chem, St Petersburg 198504, Russia
[2] Univ ITMO, St Petersburg 197101, Russia
基金
俄罗斯基础研究基金会;
关键词
conducting polymers; electrochemistry; optical power limiting; polymerization; porphyrins; ONE-POT SYNTHESIS; CLICK POLYMERIZATION; MESOSUBSTITUTED PORPHYRINS; STEREOSELECTIVE-SYNTHESIS; CONTAINING POLYMERS; METAL DERIVATIVES; BUILDING-BLOCKS; POLYCYCLOADDITION; FLUORESCENCE; DENDRIMERS;
D O I
10.1002/macp.201300679
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
The polycycloaddition of azomethine ylides to dipolarophiles is described for the first time. Use of (cis,cis)-bis-aziridines as a source of azomethine ylides allows selective polyaddition to be realized, which leads to oligomers exclusively with trans-substituted pyrrolidine rings and modest molecular weights (ca. 5-10 kDa). The fluorescent, electrochemical, electrochromic, and non-linear optical properties of the main-chain free-base porphyrin oligomer, synthesized by the developed procedure, are studied. An enhancement of the optical power limiting effect in a porphyrin oligomer solution is registered against that of the monomer. <boxed-text content-type="graphic" position="anchor"> <graphic xmlns:xlink="http://www.w3.org/1999/xlink" xlink:href="urn:x-wiley:10221352:media:macp201300679:macp201300679-abs-0001">image</graphic
引用
收藏
页码:516 / 529
页数:14
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