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Volumn 49, Issue 8, 2010, Pages 1430-1433

Control of the helicity of poly(phenylacetylene)s: From the conformation of the pendant to the chirality of the backbone

Author keywords

Barium; Helical structures; Isomerization; Polymers; Solvent effects

Indexed keywords

CONFORMATIONAL EQUILIBRIUM; HELICAL STRUCTURES; HELICITIES; METAL CATION; POLY(PHENYLACETYLENE); SOLVENT EFFECTS;

EID: 76649134830     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.200905222     Document Type: Article
Times cited : (76)

References (44)
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    • The Perchlorate anion does not play a significant role in the phenomenon: we verified that the addition of tetrabutylammonium Perchlorate does not cause inversion. Also see: a
    • The Perchlorate anion does not play a significant role in the phenomenon: we verified that the addition of tetrabutylammonium Perchlorate does not cause inversion. Also see: a) R. Kakuchi, S. Nagata, Y. Tago, R. Sakai, I. Otsuka, T. Satoh, T. Kakuchi, Macromolecules 2009, 42, 3892-3897;
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    • When interchain hydrogen bonds are formed, self-assembly into micellar spheres, helical cables, and fibers takes place; see: a
    • When interchain hydrogen bonds are formed, self-assembly into micellar spheres, helical cables, and fibers takes place; see: a) B. S. Li, S. Z. Kang, K. K. L. Cheuk, L. Wang, L. Ling, C. Bai, B. Z. Tang, Langmuir 2004, 20, 7598-7603;
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    • Calculations were performed with Gaussian 03 and Spartan 08 program packages. See the Supporting Information for details
    • Calculations were performed with Gaussian 03 and Spartan 08 program packages. See the Supporting Information for details.
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    • The temperature dependence of the intensity of the CD bands has been also explained on the basis of the helical extension/ compression of the main chain (cisoid-to-transoid conformational isomerization) in the case of dendronized poly(phenylacetylene)s. Presumably this second phenomenon is also present in our case because a change in the length of the backbone can be produced when the pendants change from sp1 to sp2 owing to the steric hindrance with the neighboring pendants (Figure 4 b). Because of the smaller size of our pendants relative to those of the dendronized poly(phenylacetylene)s, in the polymers described herein the contribution of helical extension/compression to the intensity of the CD bands should be less important than the main contribution due to helical reversal. See: a
    • The temperature dependence of the intensity of the CD bands has been also explained on the basis of the helical extension/ compression of the main chain (cisoid-to-transoid conformational isomerization) in the case of dendronized poly(phenylacetylene)s. Presumably this second phenomenon is also present in our case because a change in the length of the backbone can be produced when the pendants change from sp1 to sp2 owing to the steric hindrance with the neighboring pendants (Figure 4 b). Because of the smaller size of our pendants relative to those of the dendronized poly(phenylacetylene)s, in the polymers described herein the contribution of helical extension/compression to the intensity of the CD bands should be less important than the main contribution due to helical reversal. See: a) V. Percec, J. G. Rudick, M. Peterca, M. Wagner, M. Obata, C. M. Mitchell, W.-D. Cho, V. S. K. Balagurusamy, P. A. Heiney, J. Am. Chem. Soc. 2005, 127, 15257-15264;
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    • Analogous reasoning can be applied for poly-(S)-1, taking into account that the starting helicity is the opposite (left-handed) because of the enantiomeric chirality of the pendant
    • Analogous reasoning can be applied for poly-(S)-1, taking into account that the starting helicity is the opposite (left-handed) because of the enantiomeric chirality of the pendant.
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.