{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,27]],"date-time":"2026-08-27T01:08:09Z","timestamp":1787792889062,"version":"build-2784847793"},"reference-count":92,"publisher":"Wiley","issue":"6","license":[{"start":{"date-parts":[[2007,4,25]],"date-time":"2007-04-25T00:00:00Z","timestamp":1177459200000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Chemistry \u0097 An Asian Journal"],"published-print":{"date-parts":[[2007,6,4]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>The achiral sodium salt of poly(4\u2010carboxyphenyl isocyanide) (poly\u2010<jats:bold>1<\/jats:bold>\u2013Na) folds into a one\u2010handed helix induced by optically active amines in water. The induced helicity remains when the optically active amines are completely removed, and further modification of the side groups to amide residues is possible without loss of memory of macromolecular helicity. Although the helical poly\u2010<jats:bold>1<\/jats:bold>\u2013Na loses its chiral memory at high temperature, helical polyisocyanides modified with achiral primary amines, which no longer have any chiral components, keep their memory perfectly even at 100\u2009\u00b0C in <jats:italic>N<\/jats:italic>,<jats:italic>N<\/jats:italic>\u2010dimethylformamide in some cases and exhibit cholesteric liquid\u2010crystalline phases, thus providing a robust scaffold with heat resistance to which a variety of functional groups can be introduced.<\/jats:p>","DOI":"10.1002\/asia.200700051","type":"journal-article","created":{"date-parts":[[2007,4,25]],"date-time":"2007-04-25T10:53:16Z","timestamp":1177498396000},"page":"755-763","source":"Crossref","is-referenced-by-count":36,"title":["Unexpected Thermally Stable, Cholesteric Liquid\u2010Crystalline Helical Polyisocyanides with Memory of Macromolecular Helicity"],"prefix":"10.1002","volume":"2","author":[{"given":"Yoko","family":"Hase","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yuuki","family":"Mitsutsuji","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Masayoshi","family":"Ishikawa","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Katsuhiro","family":"Maeda","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Kento","family":"Okoshi","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Eiji","family":"Yashima","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2007,5,23]]},"reference":[{"key":"e_1_2_6_1_2","unstructured":"For reviews on artificial helical polymers 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see:"},{"key":"e_1_2_6_18_2","doi-asserted-by":"publisher","DOI":"10.1038\/38254"},{"key":"e_1_2_6_19_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja981393t"},{"key":"e_1_2_6_20_2","doi-asserted-by":"publisher","DOI":"10.1295\/polymj.33.495"},{"key":"e_1_2_6_21_2","doi-asserted-by":"publisher","DOI":"10.1002\/pola.10713"},{"key":"e_1_2_6_22_2","doi-asserted-by":"publisher","DOI":"10.1021\/ma035135e"},{"key":"e_1_2_6_23_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja049548m"},{"key":"e_1_2_6_24_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja044264n"},{"key":"e_1_2_6_25_2","doi-asserted-by":"publisher","DOI":"10.1021\/ma0503312"},{"key":"e_1_2_6_26_2","unstructured":"\u00a0"},{"key":"e_1_2_6_27_2","doi-asserted-by":"publisher","DOI":"10.1002\/(SICI)1521-3757(19980420)110:8<1072::AID-ANGE1072>3.0.CO;2-Q"},{"key":"e_1_2_6_27_3","doi-asserted-by":"publisher","DOI":"10.1002\/(SICI)1521-3773(19980504)37:8<1020::AID-ANIE1020>3.0.CO;2-5"},{"key":"e_1_2_6_28_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0021-9673(00)00944-4"},{"key":"e_1_2_6_29_2","doi-asserted-by":"publisher","DOI":"10.1246\/bcsj.77.227"},{"key":"e_1_2_6_30_2","unstructured":"Helical poly(triarylmethyl methacrylate)s prepared by screw\u2010sense selective polymerization were successfully quaternized or oxidized at the pendant pyridyl groups but their optical activities decreased after the reaction:"},{"key":"e_1_2_6_31_2","doi-asserted-by":"publisher","DOI":"10.1016\/S1381-5148(98)00020-0"},{"key":"e_1_2_6_32_2","doi-asserted-by":"publisher","DOI":"10.1021\/ma0503357"},{"key":"e_1_2_6_33_2","unstructured":"\u00a0"},{"key":"e_1_2_6_34_2","doi-asserted-by":"publisher","DOI":"10.1038\/20900"},{"key":"e_1_2_6_35_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja0318378"},{"key":"e_1_2_6_36_2","doi-asserted-by":"publisher","DOI":"10.1021\/ma049066v"},{"key":"e_1_2_6_37_2","doi-asserted-by":"publisher","DOI":"10.1295\/polymj.PJ2006028"},{"key":"e_1_2_6_38_2","doi-asserted-by":"publisher","DOI":"10.1038\/nmat864"},{"key":"e_1_2_6_39_2","doi-asserted-by":"publisher","DOI":"10.1039\/b305550g"},{"key":"e_1_2_6_40_2","unstructured":"\u00a0"},{"key":"e_1_2_6_41_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja039279k"},{"key":"e_1_2_6_42_2","doi-asserted-by":"publisher","DOI":"10.1021\/ma0611873"},{"key":"e_1_2_6_43_2","unstructured":"Few helical polymers peptides and supramolecular helical aggregates are known to be stabilized by intramolecular cross\u2010linking. For examples see:"},{"key":"e_1_2_6_44_2","doi-asserted-by":"publisher","DOI":"10.1002\/(SICI)1521-3757(19981204)110:23<3469::AID-ANGE3469>3.0.CO;2-A"},{"key":"e_1_2_6_44_3","doi-asserted-by":"publisher","DOI":"10.1002\/(SICI)1521-3773(19981217)37:23<3281::AID-ANIE3281>3.0.CO;2-V"},{"key":"e_1_2_6_45_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.200352983"},{"key":"e_1_2_6_45_3","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200352983"},{"key":"e_1_2_6_46_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.200462347"},{"key":"e_1_2_6_46_3","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200462347"},{"key":"e_1_2_6_47_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol047768z"},{"key":"e_1_2_6_48_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.200500720"},{"key":"e_1_2_6_49_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja064461h"},{"key":"e_1_2_6_50_2","unstructured":"\u00a0"},{"key":"e_1_2_6_51_2","doi-asserted-by":"publisher","DOI":"10.1126\/science.1062224"},{"key":"e_1_2_6_52_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.200501042"},{"key":"e_1_2_6_53_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja00228a035"},{"key":"e_1_2_6_54_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja00046a057"},{"key":"e_1_2_6_55_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.19921041118"},{"key":"e_1_2_6_55_3","doi-asserted-by":"publisher","DOI":"10.1002\/anie.199215091"},{"key":"e_1_2_6_56_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.19961081326"},{"key":"e_1_2_6_56_3","doi-asserted-by":"publisher","DOI":"10.1002\/anie.199615541"},{"key":"e_1_2_6_57_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja982496e"},{"key":"e_1_2_6_58_2","doi-asserted-by":"publisher","DOI":"10.1002\/(SICI)1521-3765(20000317)6:6<983::AID-CHEM983>3.0.CO;2-P"},{"key":"e_1_2_6_59_2","doi-asserted-by":"publisher","DOI":"10.1007\/b95531"},{"key":"e_1_2_6_60_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja0576536"},{"key":"e_1_2_6_61_2","unstructured":"Hydrogen\u2010bonding\u2010assisted helical polyacetylenes have also been reported by Masuda and Tang and their co\u2010workers:"},{"key":"e_1_2_6_62_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja015688"},{"key":"e_1_2_6_63_2","doi-asserted-by":"publisher","DOI":"10.1016\/S1381-1169(02)00228-5"},{"key":"e_1_2_6_64_2","doi-asserted-by":"publisher","DOI":"10.1021\/ma0117155"},{"key":"e_1_2_6_65_2","doi-asserted-by":"publisher","DOI":"10.1021\/ma0213091"},{"key":"e_1_2_6_66_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar040012f"},{"key":"e_1_2_6_67_2","doi-asserted-by":"publisher","DOI":"10.1021\/jp057179q"},{"key":"e_1_2_6_68_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(99)00968-5"},{"key":"e_1_2_6_69_2","unstructured":"We also measured time\u2010dependent CD spectral changes of some helical polyisocyanides in water and DMF at different temperatures and confirmed that the intensities of the Cotton effect at the polymer backbones (the first Cotton effect at 280\u2013450\u2005nm) as well as at the pendant aromatic regions (200\u2013280\u2005nm) decreased linearly with time at high temperatures. Therefore the changes in the first Cotton effect that correspond to the main\u2010chain (C\uf8feN) chromophore region which reflects the helical\u2010sense excess of the polyisocyanides were followed (Figure\u20053)."},{"key":"e_1_2_6_70_2","unstructured":"During the decrease in intensity of the CD signals of theh\u2010poly\u20101polymers in water we observed an increase in the absorption intensity (hyperchromic effect) in the aromatic region (\u03bbmax\u2248250\u2005nm) relative to that before heat treatment which may provide evidence for the intramolecular stacking of the aromatic pendants ofh\u2010poly\u20101polymers that are favored in water after helicity induction and memory as previously reported forh\u2010poly\u20101\u2013Na.[7a]"},{"key":"e_1_2_6_71_2","doi-asserted-by":"publisher","DOI":"10.1246\/cl.2004.550"},{"key":"e_1_2_6_72_2","unstructured":"For other hydrogen\u2010bonding\u2010assisted helical polymers see:"},{"key":"e_1_2_6_73_2","doi-asserted-by":"publisher","DOI":"10.1039\/b312407j"},{"key":"e_1_2_6_74_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.200603663"},{"key":"e_1_2_6_74_3","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200603663"},{"key":"e_1_2_6_75_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar960298r"},{"key":"e_1_2_6_76_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr990120t"},{"key":"e_1_2_6_77_2","doi-asserted-by":"publisher","DOI":"10.1002\/1521-3765(20011015)7:20<4336::AID-CHEM4336>3.0.CO;2-1"},{"key":"e_1_2_6_78_2","doi-asserted-by":"publisher","DOI":"10.1002\/cbdv.200490087"},{"key":"e_1_2_6_79_2","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.200300495"},{"key":"e_1_2_6_80_2","unstructured":"The difference in the thermal stability ofh\u2010poly\u20101polymers in DMF and water (e.g. Table\u20051 runs\u20053 and 4) may not only be due to the difference in hydrogen bonding in these solvents but also to the synergic effect (hydrogen bonding and hydrophobic effects including steric effect) of the pendant aromatic amide residues as described in the text. Furthermore solvent effects involved in solvation of the amide residues should be taken into consideration on the basis of the difference in thermal stability in DMF and water."},{"key":"e_1_2_6_81_2","doi-asserted-by":"publisher","DOI":"10.1295\/polymj.PJ2006087"},{"key":"e_1_2_6_82_2","doi-asserted-by":"publisher","DOI":"10.1002\/jlac.198419840905"},{"key":"e_1_2_6_83_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja0259537"},{"key":"e_1_2_6_84_2","doi-asserted-by":"publisher","DOI":"10.1055\/s-2002-25758"}],"container-title":["Chemistry \u2013 An Asian Journal"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.wiley.com\/onlinelibrary\/tdm\/v1\/articles\/10.1002%2Fasia.200700051","content-type":"unspecified","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/aces.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/asia.200700051","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,8]],"date-time":"2025-10-08T15:29:16Z","timestamp":1759937356000},"score":1,"resource":{"primary":{"URL":"https:\/\/aces.onlinelibrary.wiley.com\/doi\/10.1002\/asia.200700051"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2007,5,23]]},"references-count":92,"journal-issue":{"issue":"6","published-print":{"date-parts":[[2007,6,4]]}},"alternative-id":["10.1002\/asia.200700051"],"URL":"https:\/\/doi.org\/10.1002\/asia.200700051","archive":["Portico"],"relation":{},"ISSN":["1861-4728","1861-471X"],"issn-type":[{"value":"1861-4728","type":"print"},{"value":"1861-471X","type":"electronic"}],"subject":[],"published":{"date-parts":[[2007,5,23]]}}}