کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
1309465 | 975209 | 2014 | 6 صفحه PDF | دانلود رایگان |
• (S)-Enantiomer of optically active metal free porphyrin was synthesized.
• Chiral information transfer and expression at molecular and supramolecular level were studied.
• LB films of the porphyrin were revealed to show good semiconductor features.
(S)-Enantiomer of an optically active metal free porphyrin bearing four chiral binaphthyl units, namely (S)-meso-5,10,15,20-tetra-[(11,12:13,14-di(6′-octyl-1′,2′-naphtho)-4,7,10,15,18,21-hexaoxacycloeicosa-phenyl]-porphyrin (1), was designed, synthesized, and characterized. Comparative studies of the circular dichroism (CD) spectra of (S)-1 in chloroform solution and LB film have been carried out, indicating the effective chiral information transfer from the optically active binaphthyl moieties to the porphyrin chromophore at the molecular level. In particular, obvious bisignate Cotton effect is observed in the CD spectrum of the LB film of (S)-1, revealing the right-handed chirality formed in the LB film. In addition, current–voltage (I–V) measurement result indicates good semiconductor feature of the LB film formed from (S)-1 with conductivity of 1.22 × 10−5 S m−1.
The appearance of induced CD signals indicates an effective chiral information transfer from the optically active binaphthyl moieties to the porphyrin chromophore in CHCl3. The bisignate Cotton effect is observed in the CD spectrum of the LB film, revealing the right-handed chirality formed in the LB film.Figure optionsDownload as PowerPoint slide
Journal: Inorganica Chimica Acta - Volume 423, Part A, 1 November 2014, Pages 250–255