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Volumn 18, Issue 6, 2007, Pages 497-501

Synthesis of porphyrins bearing uracyl groups and their assembly induced by melamine derivatives

Author keywords

Biomimetic; Supramolecular structures; Synthesis

Indexed keywords

BIOMIMETICS; HYDROGEN BONDS; MELAMINE; STRUCTURE (COMPOSITION); SUPRAMOLECULAR CHEMISTRY; SYNTHESIS (CHEMICAL);

EID: 34250633585     PISSN: 10427147     EISSN: 10991581     Source Type: Journal    
DOI: 10.1002/pat.894     Document Type: Article
Times cited : (3)

References (16)
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    • Shi, X.1    Barkigia, K.M.2    Fajer, J.3    Drain, C.M.4
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    • Self-assembly of a bisporphyrin supramolecular cage induced by molecular recognition between complementary hydrogen bonding sites
    • Drain CM, Fischer R, Nolen EG, Lehn JM. Self-assembly of a bisporphyrin supramolecular cage induced by molecular recognition between complementary hydrogen bonding sites. J. Chem. Soc., Chem. Commun. 1993: 243.
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    • The synthesis and proton nuclear magnetic resonance study of some nitro- and amino-unsymmmetrically meta-substituted tetraphenyl- porphyrins
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    • Fülle F, Müller EC. A novel ring closure reaction for the preparation of 6-aminouracils with an α-branched 1-substituent. Heterocycle 2000; 53: 347. 1-Methyl-6-aminouracil, 1-butyl-6-aminouracil, and 6-aminouracil were synthesized, and the condensation of these aminouracyl derivatives with dicarboxy porphyrin was unsuccessful.
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    • Drain CM, et al. reported that meso-5,10-substituted uracyl porphyrin tended to form tetrameric closed structure (Ref. 2). In our report, UP5,10 porphyrin migtht form an unspecific closed structure; however, the structure in detail was obscure due to low crystallinity.
    • Drain CM, et al. reported that meso-5,10-substituted uracyl porphyrin tended to form tetrameric closed structure (Ref. 2). In our report, UP5,10 porphyrin migtht form an unspecific closed structure; however, the structure in detail was obscure due to low crystallinity.
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    • Beijer, F.H.1    Sijbesma, R.P.2    Vekemans Jef, A.J.M.3    Meijer, E.W.4    Kooijman, H.5    Spek, A.L.6
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    • When UP5,15 was mixed with Ph-Mela in benzene, the amino groups at 5.06 ppm and the amide groups at 6.96 ppm of Ph-Mela shifted to 6.90 ppm and 9.10 ppm, respectively, with broadening. The latter peak could not be exactly characterized because the peak around 9.10 ppm overlapped with the peaks of the β-H protons of UP5,15. The broadened peaks of the amide group of UP5,15 appeared around 12-13 ppm.
    • When UP5,15 was mixed with Ph-Mela in benzene, the amino groups at 5.06 ppm and the amide groups at 6.96 ppm of Ph-Mela shifted to 6.90 ppm and 9.10 ppm, respectively, with broadening. The latter peak could not be exactly characterized because the peak around 9.10 ppm overlapped with the peaks of the β-H protons of UP5,15. The broadened peaks of the amide group of UP5,15 appeared around 12-13 ppm.
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    • The only Glu-Mela can form the ordered structure due to the interaction of the alkyl chains and the formation of a homocomplementary hydrogen-bonded system. Indeed, the POM image of the cast film from the benzene solution of Glu-Mela showed an anisotropic phase. See the example; Thalacker C, Würthner F, Chiral perylene bisimide-melamine assemblies: hydrogen bond-directed growth of helically stacked dyes with chiroptical properties. Adv. Funct. Mater. 2002; 12: 209
    • The only Glu-Mela can form the ordered structure due to the interaction of the alkyl chains and the formation of a homocomplementary hydrogen-bonded system. Indeed, the POM image of the cast film from the benzene solution of Glu-Mela showed an anisotropic phase. See the example; Thalacker C, Würthner F, Chiral perylene bisimide-melamine assemblies: hydrogen bond-directed growth of helically stacked dyes with chiroptical properties. Adv. Funct. Mater. 2002; 12: 209.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.