Tunable <italic style="font-style: italic">Cis-cisoid</italic> Helical Conformation of Poly(3,5-disubstibuted phenylacetylene)s Stabilized by <italic style="font-style: italic">n</italic>→<italic style="font-style: italic">π</italic><sup>*</sup> Interaction

Sheng Wang; Si-Liang Cai; Jie Zhang; Xin-Hua Wan

doi:10.1007/s10118-020-2376-z

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Tunable Cis-cisoid Helical Conformation of Poly(3,5-disubstibuted phenylacetylene)s Stabilized by n→π^* Interaction

ARTICLE | Updated：2020-02-18

- Tunable Cis-cisoid Helical Conformation of Poly(3,5-disubstibuted phenylacetylene)s Stabilized by n→π^* Interaction
- Tunable Cis-cisoid Helical Conformation of Poly(3,5-disubstibuted phenylacetylene)s Stabilized by n→π^* Interaction
- Chinese Journal of Polymer Science 2020年38卷第7期页码：685-695
- Affiliations：
  
  Beijing National Laboratory for Molecular Sciences, Key Laboratory of Polymer Chemistry and Physics of Ministry of Education, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871, China
- Author bio：
  
  jz10@pku.edu.cn (J.Z.)
  xhwan@pku.edu.cn (X.H.W.)
- Funds：
  
  This work was financially supported by the National Natural Science Foundation of China (Nos. 51833001 and 21674002).
- DOI：10.1007/s10118-020-2376-z
  中图分类号：
- 收稿：2019-10-21，
  
  修回：2019-11-26，
  
  录用：2019-11-28，
  
  网络首发：2020-02-18，
  
  纸质出版：2020-07
- Accepted：
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Wang, S.; Cai, S. L.; Zhang, J.; Wan, X. H. Tunable , Cis-cisoid, helical conformation of poly(3,5-disubstibuted phenylacetylene)s stabilized by , n,→, π,^* interaction. Chinese J. Polym. Sci. 2020, 38, 685–695 DOI: 10.1007/s10118-020-2376-z.

Sheng Wang, Si-Liang Cai, Jie Zhang, et al. Tunable Cis-cisoid Helical Conformation of Poly(3,5-disubstibuted phenylacetylene)s Stabilized by n→π^* Interaction[J]. Chinese Journal of Polymer Science, 2020, 38(7): 685-695. DOI: 10.1007/s10118-020-2376-z.
Wang, S.; Cai, S. L.; Zhang, J.; Wan, X. H. Tunable , Cis-cisoid, helical conformation of poly(3,5-disubstibuted phenylacetylene)s stabilized by , n,→, π,^* interaction. Chinese J. Polym. Sci. 2020, 38, 685–695 DOI: 10.1007/s10118-020-2376-z. DOI：

Sheng Wang, Si-Liang Cai, Jie Zhang, et al. Tunable Cis-cisoid Helical Conformation of Poly(3,5-disubstibuted phenylacetylene)s Stabilized by n→π^* Interaction[J]. Chinese Journal of Polymer Science, 2020, 38(7): 685-695. DOI: 10.1007/s10118-020-2376-z. DOI：

摘要

Abstract

A series of novel

cis

poly(phenylacetylene)s (PPAs) substituted at

关键词

Keywords

references

Paulini, R.; Müller, K.; Diederich, F. . Orthogonal multipolar interactions in structural chemistry and biology . Angew. Chem. Int. Ed. , 2005 . 44 1788 - 1805 . DOI: 10.1002/anie.200462213 http://doi.org/10.1002/anie.200462213 .

Singh, S. K.; Das, A. . The n → π * interaction: a rapidly emerging non-covalent interaction . Phys. Chem. Chem. Phys. , 2015 . 17 9596 - 9612 . DOI: 10.1039/C4CP05536E http://doi.org/10.1039/C4CP05536E .

Bretscher, L. E.; Jenkins, C. L.; Taylor, K. M.; DeRider, M. L.; Raines, R. T. . Conformational stability of collagen relies on a stereoelectronic effect . J. Am. Chem. Soc. , 2001 . 123 777 - 778 . DOI: 10.1021/ja005542v http://doi.org/10.1021/ja005542v .

Bartlett, G. A.; Choudhary, A.; Raines, R. T.; Woolfson, D. N. . n → π * Interactions in proteins . Nat. Chem. Biol. , 2010 . 6 615 - 620 . DOI: 10.1038/nchembio.406 http://doi.org/10.1038/nchembio.406 .

Adler, M.; Davey, D. D.; Phillips, G. B.; Kim, S. H.; Jancarik, J.; Rumennik, G.; Light, D. R.; Whitlow, M. . Preparation, characterization, and the crystal structure of the inhibitor ZK-807834(CI-1031) complexed with factor Xa . Biochemistry , 2000 . 39 12534 - 12542 . DOI: 10.1021/bi001477q http://doi.org/10.1021/bi001477q .

Horton, J. R.; Sawada, K.; Nishibori, M.; Zhang, X.; Cheng, X. . Two polymorphic forms of human histamine methyltransferase: structural, thermal, and kinetic comparisons . Structure , 2001 . 9 837 - 849 . DOI: 10.1016/S0969-2126(01)00643-8 http://doi.org/10.1016/S0969-2126(01)00643-8 .

Newberry, R. W.; Raines, R. T. . The n → π * interaction . Acc. Chem. Res. , 2017 . 50 1838 - 1846 . DOI: 10.1021/acs.accounts.7b00121 http://doi.org/10.1021/acs.accounts.7b00121 .

Kamer, K. J.; Choudhary, A.; Raines, R. T. . Intimate interactions with carbonyl groups: dipole-dipole or n → π * ? . J. Org. Chem. , 2013 . 78 2099 - 2103 . DOI: 10.1021/jo302265k http://doi.org/10.1021/jo302265k .

Choudhary, A.; Gandla, D.; Krow, G. R.; Raines, R. T. . Nature of amide carbonyl-carbonyl interactions in proteins . J. Am. Chem. Soc. , 2009 . 131 7244 - 7246 . DOI: 10.1021/ja901188y http://doi.org/10.1021/ja901188y .

Erdmann, R. S.; Wennemers, H. . Effect of sterically demanding substituents on the conformational stability of the collagen triple helix . J. Am. Chem. Soc. , 2012 . 134 17117 - 17124 . DOI: 10.1021/ja3066418 http://doi.org/10.1021/ja3066418 .

Dai, N.; Etzkorn, F. A. . Cis-trans proline isomerization effects on collagen triple-helix stability are limited . J. Am. Chem. Soc. , 2009 . 131 13728 - 13732 . DOI: 10.1021/ja904177k http://doi.org/10.1021/ja904177k .

Gorske, B. C.; Stringer, J. R.; Bastian, B. L.; Fowler, S. A.; Blackwell, H. E. . New strategies for the design of folded peptoids revealed by a survey of noncovalent interactions in model systems . J. Am. Chem. Soc. , 2009 . 131 16555 - 16567 . DOI: 10.1021/ja907184g http://doi.org/10.1021/ja907184g .

Caumes, C.; Roy, O.; Faure, S.; Taillefumier, C. . The click triazolium peptoid side chain: a strong cis -amide inducer enabling chemical diversity . J. Am. Chem. Soc. , 2012 . 134 9553 - 9556 . DOI: 10.1021/ja302342h http://doi.org/10.1021/ja302342h .

Choudhary, A.; Kamer, K. J.; Powner, M. W.; Sutherland, J. D.; Raines, R. T. . A stereoelectronic effect in prebiotic nucleotide synthesis . ACS Chem. Biol. , 2010 . 5 655 - 657 . DOI: 10.1021/cb100093g http://doi.org/10.1021/cb100093g .

Choudhary, A.; Kamer, K. J.; Raines, R. T. . An n → π * interaction in aspirin: implications for structure and reactivity . J. Org. Chem. , 2011 . 76 7933 - 7937 . DOI: 10.1021/jo201389d http://doi.org/10.1021/jo201389d .

Blanco, S.; López, J. C.; Mata, S.; Alonso, J. L. . Conformations of γ -aminobutyric acid (GABA): the role of the n → π * interaction . Angew. Chem. Int. Ed. , 2010 . 49 9187 - 9192 . DOI: 10.1002/anie.201002535 http://doi.org/10.1002/anie.201002535 .

Newberry, R. W.; Raines, R. T. . n → π * Interactions in poly(lactic acid) suggest a role in protein folding . Chem. Commun. , 2013 . 49 7699 - 7701 . DOI: 10.1039/c3cc44317e http://doi.org/10.1039/c3cc44317e .

Tang, K.; Green, M. M.; Cheon, K. S.; Selinger, J. V.; Garetz, B. A. . chiral conflict. The effect of temperature on the helical sense of a polymer controlled by the competition between structurally different enantiomers: from dilute solution to the lyotropic liquid crystal state . J. Am. Chem. Soc. , 2003 . 125 7313 - 7323 . DOI: 10.1021/ja030065c http://doi.org/10.1021/ja030065c .

Shah, P. N.; Min, J.; Chae, C. G.; Nishikawa, N.; Suemasa, D.; Kakuchi, T.; Satoh, T.; Lee, J. S. . “Helicity inversion”: linkage effects of chiral poly( n -hexyl isocyanate)s . Macromolecules , 2012 . 45 8961 - 8969 . DOI: 10.1021/ma301930s http://doi.org/10.1021/ma301930s .

Das, R. K.; Gocheva, V.; Hammink, R.; Zouani, O. F.; Rowan, A. E. . Stress-stiffening-mediated stem-cell commitment switch in soft responsive hydrogels . Nat. Mater. , 2016 . 15 318 - 325 . DOI: 10.1038/nmat4483 http://doi.org/10.1038/nmat4483 .

Wu, Z. -Q.; Nagai, K.; Banno, M.; Okoshi, K.; Onitsuka, K.; Yashima, E. . Enantiomer-selective and helix-sense-selective living block copolymerization of isocyanide enantiomers initiated by single-handed helical poly(phenyl isocyanide)s . J. Am. Chem. Soc. , 2009 . 131 6708 - 6718 . DOI: 10.1021/ja900036n http://doi.org/10.1021/ja900036n .

Zhou, L.; Jiang, Z. Q.; Xu, L.; Liu, N.; Wu, Z. Q. . Polythiophene-block-poly(phenyl isocyanide) copolymers: one-pot synthesis, properties and applications . Chinese J. Polym. Sci. , 2017 . 35 1447 - 1456 . DOI: 10.1007/s10118-017-2003-9 http://doi.org/10.1007/s10118-017-2003-9 .

Huang, J.; Shen, L.; Zou, H.; Liu, N. . Enantiomer-selective living polymerization of rac -phenyl isocyanide using chiral palladium catalyst . Chinese J. Polym. Sci. , 2018 . 36 799 - 804 . DOI: 10.1007/s10118-018-2136-5 http://doi.org/10.1007/s10118-018-2136-5 .

Wang, Y. Q.; Chen, Y.; Jiang, Z. Q.; Liu, F.; Liu, F.; Zhu, Y. Y.; Liang, Y.; Wu, Z. Q. . Halogen effects on phenylethynyl palladium(II) complexes for living polymerization of isocyanides: a combined experimental and computational investigation . Sci. China Chem. , 2019 . 62 491 - 499 . DOI: 10.1007/s11426-018-9415-8 http://doi.org/10.1007/s11426-018-9415-8 .

Siriwardane, D. A.; Kulikov, O.; Rokhlenko, Y.; Perananthan, S.; Novak, B. M. . Stereocomplexation of helical polycarbodiimides synthesized from achiral monomers bearing isopropyl pendants . Macromolecules , 2017 . 50 9162 - 9172 . DOI: 10.1021/acs.macromol.7b01633 http://doi.org/10.1021/acs.macromol.7b01633 .

Reuther, J. F.; Siriwardane, D. A.; Campos, R.; Novak, B. M. . Solvent tunable self-assembly of amphiphilic rod-coil block copolymers with chiral, helical polycarbodiimide segments: polymeric nanostructures with variable shapes and sizes . Macromolecules , 2015 . 48 6890 - 6899 . DOI: 10.1021/acs.macromol.5b01564 http://doi.org/10.1021/acs.macromol.5b01564 .

Yashima, E.; Matsushima, T.; Okamoto, Y. . Chirality assignment of amines and amino alcohols based on circular dichroism induced by helix formation of a stereoregular poly((4-carboxyphenyl)acetylene) through acid-base complexation . J. Am. Chem. Soc. , 1997 . 119 6345 - 6359 . DOI: 10.1021/ja964470y http://doi.org/10.1021/ja964470y .

Suzuki, Y.; Miyagi, Y.; Shiotsuki, M.; Inai, Y.; Masuda, T.; Sanda, F. . Synthesis and helical structures of poly( ω -alkynamide)s having chiral side chains: effect of solvent on their screw-sense inversion . Chem. Eur. J. , 2014 . 20 15131 - 15143 . DOI: 10.1002/chem.201402628 http://doi.org/10.1002/chem.201402628 .

Chen, B.; Deng, J. P.; Liu, X. Q.; Yang, W. T. . Novel category of optically active core/shell nanoparticles: the core consisting of a helical-substituted polyacetylene and the shell consisting of a vinyl polymer . Macromolecules , 2010 . 43 3177 - 3182 . DOI: 10.1021/ma902722c http://doi.org/10.1021/ma902722c .

Zhao, Z. Y.; Wang, S.; Ye, X. C.; Zhang, J.; Wan, X. H. . Planar-to-axial chirality transfer in the polymerization of phenylacetylenes . ACS Macro Lett. , 2017 . 6 205 - 209 . DOI: 10.1021/acsmacrolett.6b00901 http://doi.org/10.1021/acsmacrolett.6b00901 .

Li, S.; Liu, K.; Kuang, G.; Masuda, T.; Zhang, A. . Thermoresponsive helical poly(phenylacetylene)s . Macromolecules , 2014 . 47 3288 - 3296 . DOI: 10.1021/ma5003529 http://doi.org/10.1021/ma5003529 .

Yang, G.; He, C. L.; Zou, G. . Synthesis of optically active polymer and structural modulation using circularly polarized light . Acta Polymerica Sinica (in Chinese) , 2017 . 1725 - 1738 . .

Nakano, Y.; Fujiki, M. . Circularly polarized light enhancement by helical polysilane aggregates suspension in organic optofluids . Macromolecules , 2011 . 44 7511 - 7519 . DOI: 10.1021/ma201665n http://doi.org/10.1021/ma201665n .

Nakashima, H.; Koe, J. R.; Torimitsu, K.; Fujiki, M. . Transfer and amplification of chiral molecular information to polysilylene aggregates . J. Am. Chem. Soc. , 2001 . 123 4847 - 4848 . DOI: 10.1021/ja010119n http://doi.org/10.1021/ja010119n .

Nakano, T.; Okamoto, Y.; Hakata, K. . Asymmetric polymerization of triphenylmethyl methacrylate leading to a one-handed helical polymer: mechanism of polymerization . J. Am. Chem. Soc. , 1992 . 114 1318 - 1329 . DOI: 10.1021/ja00030a030 http://doi.org/10.1021/ja00030a030 .

Reggelin, M.; Doerr, S.; Klussmann, M.; Schultz, M.; Holbach, M. . Helically chiral polymers: a class of ligands for asymmetric catalysis . PNAS , 2004 . 101 5461 - 5466 . DOI: 10.1073/pnas.0307443101 http://doi.org/10.1073/pnas.0307443101 .

Wang, R.; Li, X. F.; Bai, J. W.; Zhang, J.; Liu, A. H.; Wan, X. H. . Chiroptical and thermotropic properties of helical styrenic polymers: effect of achiral group . Macromolecules , 2014 . 47 1553 - 1562 . DOI: 10.1021/ma500147z http://doi.org/10.1021/ma500147z .

Cui, J. X.; Lu, X. C.; Liu, A. H.; Wan, X. H.; Zhou, Q. F. . Long-range chirality transfer in free radical polymerization of bulky vinyl monomers containing laterally attached p -terphenyl groups . Macromolecules , 2009 . 42 7678 - 7688 . DOI: 10.1021/ma900879f http://doi.org/10.1021/ma900879f .

Zhi, J. G.; Zhu, Z. G.; Liu, A. H.; Cui, J. X.; Wan, X. H.; Zhou, Q. F. . Odd-even effect in free radical polymerization of optically active 2,5-bis[(4′-alkoxycarbonyl)-phenyl]styrene . Macromolecules , 2008 . 41 1594 - 1597 . DOI: 10.1021/ma8000115 http://doi.org/10.1021/ma8000115 .

Li, X. F.; Wang, R.; Chu, Y.; Zheng, Y. J.; Zhang, J.; Wan, X. H. . Helix-sense-selective radical polymerization of vinyl biphenyl monomers . Acta Polymerica Sinica (in Chinese) , 2017 . 1609 - 1615 . .

Prince, R. B.; Barnes, S. A.; Moore, J. S. . Foldamer-based molecular recognition . J. Am. Chem. Soc. , 2000 . 122 2758 - 2762 . DOI: 10.1021/ja993830p http://doi.org/10.1021/ja993830p .

Brunsveld, L.; Meijer, E. W.; Prince, R. B.; Moore, J. S. . Self-assembly of folded m -phenylene ethynylene oligomers into helical columns . J. Am. Chem. Soc. , 2001 . 123 7978 - 7984 . DOI: 10.1021/ja010751g http://doi.org/10.1021/ja010751g .

Li, P.; Lai, Y. Q.; Wang, Y.; Qian, Y. X.; Duan, W. B.; Li, C. L.; Wang, Z. H.; Fang, Q. J.; Wang, H.; Tu, B.; Geng, Y. F.; Zeng, Q. D. . Adsorption of helical and saddle-shaped oligothiophenes on solid surface . Sci. China Chem. , 2018 . 61 844 - 849 . DOI: 10.1007/s11426-017-9233-2 http://doi.org/10.1007/s11426-017-9233-2 .

Yashima, E.; Ousaka, N.; Taura, D.; Shimomura, K.; Ikai, T.; Maeda, K. . Supramolecular helical systems: helical assemblies of small molecules, foldamers, and polymers with chiral amplification and their functions . Chem. Rev. , 2016 . 116 13752 - 13990 . DOI: 10.1021/acs.chemrev.6b00354 http://doi.org/10.1021/acs.chemrev.6b00354 .

Freire, F.; Quiñoá, E.; Riguera, R. . Supramolecular assemblies from poly(phenylacetylene)s . Chem. Rev. , 2016 . 116 1242 - 1271 . DOI: 10.1021/acs.chemrev.5b00280 http://doi.org/10.1021/acs.chemrev.5b00280 .

Lam, J. W. Y.; Tang, B. Z. . Functional polyacetylenes . Acc. Chem. Res. , 2005 . 38 745 - 754 . DOI: 10.1021/ar040012f http://doi.org/10.1021/ar040012f .

Rudick, J. G.; Percec, V. . Induced helical backbone conformations of self-organizable dendronized polymers . Acc. Chem. Res. , 2008 . 41 1641 - 1652 . DOI: 10.1021/ar800086w http://doi.org/10.1021/ar800086w .

Freire, F.; Seco, J. M.; Quiñoá, E.; Riguera, R. . Chiral amplification and helical-sense tuning by mono- and divalent metals on dynamic helical polymers . Angew. Chem. Int. Ed. , 2011 . 50 11692 - 11696 . DOI: 10.1002/anie.201105769 http://doi.org/10.1002/anie.201105769 .

Aoki, T.; Kaneko, T.; Maruyama N.; Sumi, A.; Takahashi, M.; Sato, T.; Teraguchi, M. . Helix-sense-selective polymerization of phenylacetylene having two hydroxy groups using a chiral catalytic system . J. Am. Chem. Soc. , 2003 . 125 6346 - 6347 . DOI: 10.1021/ja021233o http://doi.org/10.1021/ja021233o .

Wang, S.; Feng, X. Y.; Zhao, Z. Y.; Zhang, J.; Wan, X. H. . Reversible cis-cisoid to cis-transoid helical structure transition in poly(3,5-disubstituted phenylacetylene)s . Macromolecules , 2016 . 49 8407 - 8417 . DOI: 10.1021/acs.macromol.6b02116 http://doi.org/10.1021/acs.macromol.6b02116 .

Leiras, S.; Freire, F.; Seco, J. M.; Quiñoá, E.; Riguera, R. . Controlled modulation of the helical sense and the elongation of poly(phenylacetylene)s by polar and donor effects . Chem. Sci. , 2013 . 4 2735 - 2743 . DOI: 10.1039/c3sc50835h http://doi.org/10.1039/c3sc50835h .

Rodríguez, R.; Quiñoá, E.; Riguera, R.; Freire, F. . Architecture of chiral poly(phenylacetylene)s: from compressed/highly dynamic to stretched/quasi-static helices . J. Am. Chem. Soc. , 2016 . 138 9620 - 9628 . DOI: 10.1021/jacs.6b04834 http://doi.org/10.1021/jacs.6b04834 .

Leiras, S.; Freire, F.; Quiñoá, E.; Riguera, R. . Reversible assembly of enantiomeric helical polymers: from fibers to gels . Chem. Sci. , 2015 . 6 246 - 253 . DOI: 10.1039/C4SC02401J http://doi.org/10.1039/C4SC02401J .

Liu, L. J.; Zang, Y.; Hadano, S.; Aoki, T.; Teraguchi, M.; Kaneko, T.; Namikoshi, T. . New achiral phenylacetylene monomers having an oligosiloxanyl group most suitable for helix-sense-selective polymerization and for obtaining good optical resolution membrane materials . Macromolecules , 2010 . 43 9268 - 9276 . DOI: 10.1021/ma101999k http://doi.org/10.1021/ma101999k .

Liu, L. J.; Namikoshi, T.; Zang, Y.; Aoki, T.; Hadano, S.; Abe, Y.; Wasuzu, I.; Tsutsuba, T.; Teraguchi, M.; Kaneko, T. . Top-down preparation of self-supporting supramolecular polymeric membranes using highly selective photocyclic aromatization of cis-cisoid helical poly(phenylacetylene)s in the membrane state . J. Am. Chem. Soc. , 2013 . 135 602 - 605 . DOI: 10.1021/ja3113214 http://doi.org/10.1021/ja3113214 .

Teraguchi, M.; Tanioka, D.; Kaneko, T.; Aoki, T. . Helix-sense-selective polymerization of achiral phenylacetylenes with two N -alkylamide groups to generate the one-handed helical polymers stabilized by intramolecular hydrogen bonds . ACS Macro Lett. , 2012 . 1 1258 - 1261 . DOI: 10.1021/mz300309c http://doi.org/10.1021/mz300309c .

Wang, S; Feng, X. Y.; Zhang, J.; Yu, P.; Guo, Z. X.; Li, Z. B.; Wan, X. H. . Helical conformations of poly(3,5-disubstituted phenylacetylene)s tuned by pendant structure and solvent . Macromolecules , 2017 . 50 3489 - 3499 . DOI: 10.1021/acs.macromol.7b00615 http://doi.org/10.1021/acs.macromol.7b00615 .

Wang, S.; Tan, J. Y.; Guan, X. Y.; Chen, J. X.; Zhang, J.; Wan, X. H. . Hydrogen bonds driven conformation autoregulation and sol-gel transition of poly(3,5-disubstituted phenylacetylene)s . Eur. Polym. J. , 2019 . 118 312 - 319 . DOI: 10.1016/j.eurpolymj.2019.05.060 http://doi.org/10.1016/j.eurpolymj.2019.05.060 .

Wang, S.; Chen, J. X.; Feng, X. Y.; Shi, G.; Zhang, J.; Wan, X. H. . Conformation shift switches the chiral amplification of helical copolyphenylacetylenes from abnormal to normal “sergeants-and-soldiers” effect . Macromolecules , 2017 . 50 4610 - 4615 . DOI: 10.1021/acs.macromol.7b01028 http://doi.org/10.1021/acs.macromol.7b01028 .

Wang, S.; Shi, G.; Guan, X. Y.; Zhang, Jie, Wan, X. H. . Cis-cisoid helical structures of poly(3,5-disubstituted phenylacetylene)s stabilized by intramolecular n → π * interactions . Macromolecules , 2018 . 51 1251 - 1259 . DOI: 10.1021/acs.macromol.8b00078 http://doi.org/10.1021/acs.macromol.8b00078 .

Percec, V.; Rudick, J. G.; Peterca, M.; Wagner, M.; Obata, M.; Mitchell, C. M.; Cho, W. D.; Balagurusamy, V. S. K.; Heiney, P. A. . Thermoreversible cis-cisoidal to cis-transoidal isomerization of helical dendronized polyphenylacetylenes . J. Am. Chem. Soc. , 2005 . 127 15257 - 15264 . DOI: 10.1021/ja055406w http://doi.org/10.1021/ja055406w .

Percec, V.; Rudick, J. G.; Peterca, M.; Heiney, P. A. . Nanomechanical function from self-organizable dendronized helical polyphenylacetylenes . J. Am. Chem. Soc. , 2008 . 130 7503 - 7508 . DOI: 10.1021/ja801863e http://doi.org/10.1021/ja801863e .

Motoshige, A.; Mawatari, Y.; Yoshida, Y.; Seki, C.; Matsuyama, H.; Tabata, M. . Irreversible helix rearrangement from cis-transoid to cis-cisoid in poly( p - n -hexyloxyphenylacetylene) induced by heat-treatment in solid phase . J. Polym. Sci., Part A: Polym. Chem. , 2012 . 50 3008 - 3015 . DOI: 10.1002/pola.26089 http://doi.org/10.1002/pola.26089 .

Marcus, Y. . The properties of organic liquids that are relevant to their use as solvating solvents . Chem. Soc. Rev. , 1993 . 22 409 - 416 . DOI: 10.1039/cs9932200409 http://doi.org/10.1039/cs9932200409 .

Jessop, P. G.; Jessop, D. A.; Fu, D. B.; Phan, L. . Solvatochromic parameters for solvents of interest in green chemistry . Green Chem. , 2012 . 14 1245 - 1259 . DOI: 10.1039/c2gc16670d http://doi.org/10.1039/c2gc16670d .

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Tunable Cis-cisoid Helical Conformation of Poly(3,5-disubstibuted phenylacetylene)s Stabilized by n→π* Interaction

DOI：10.1007/s10118-020-2376-z

摘要

Abstract

关键词

Keywords

references

Tunable Cis-cisoid Helical Conformation of Poly(3,5-disubstibuted phenylacetylene)s Stabilized by n→π^* Interaction

Tunable Cis-cisoid Helical Conformation of Poly(3,5-disubstibuted phenylacetylene)s Stabilized by n→π^* Interaction