کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5210210 | 1382880 | 2012 | 8 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
Chiral-phosphate anion-containing polymers with expanded Ï-conjugation systems derived from through-space interactions in the piperazinium ring
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کلمات کلیدی
موضوعات مرتبط
مهندسی و علوم پایه
شیمی
شیمی آلی
پیش نمایش صفحه اول مقاله
![عکس صفحه اول مقاله: Chiral-phosphate anion-containing polymers with expanded Ï-conjugation systems derived from through-space interactions in the piperazinium ring Chiral-phosphate anion-containing polymers with expanded Ï-conjugation systems derived from through-space interactions in the piperazinium ring](/preview/png/5210210.png)
چکیده انگلیسی
Reactions of N-(2,4-dinitrophenyl)-4-arylpyridinium chlorides (aryl = H (1), phenyl (Ph); 2, and 4-pyridyl (Py); 3) with R-(â)-, S-(+)-, or racemic 1,1â²-binaphthyl-2,2â²-diyl sodium phosphates (R-, S-, or rac-BINAP-PO4Na) resulted in anion exchange between Clâ and R-, S-, or rac-BINAP-PO4- to yield Zincke salts with chiral anions, namely 1R, 2R, 3R, 1S, 2S, 3S, 1rac, 2rac, and 3rac. Reactions of these Zincke salts with 2-methylpiperazine resulted in pyridinium ring opening to yield ionic polymers with 5-(2-methylpiperazinium)-3-aryl-penta-2,4-dienylideneammonium 1,1'-binaphthyl-2,2â²-diyl phosphate units, namely, polymer(rac-Me;Ar;R-BINAP-PO4-) (Ar = H, Ph, and Py), polymer(rac-Me;Ar;S-BINAP-PO4-) (Ar = H, Ph, and Py), and polymer(rac-Me;Ar;rac-BINAP-PO4-) (Ar = H, Ph, and Py). CD measurements revealed a partially helical conformation of the main chain in polymer(rac-Me;H;R-BINAP-PO4-) and polymer(rac-Me;H;S-BINAP-PO4-). The 2-methylpiperazinium rings of the polymers converted from the boat to the chair form via a half-chair intermediate in solution. This conformational change was accompanied by a decrease in Ï-conjugation length. This decrease corresponded to a shift in the electrochemical oxidation peaks of the polymers to higher potentials when the polymer solution was left standing in air.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Reactive and Functional Polymers - Volume 72, Issue 11, November 2012, Pages 904-911
Journal: Reactive and Functional Polymers - Volume 72, Issue 11, November 2012, Pages 904-911
نویسندگان
Isao Yamaguchi, Mikihiko Minamitani,