{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,20]],"date-time":"2025-10-20T00:24:38Z","timestamp":1760919878215,"version":"build-2065373602"},"reference-count":37,"publisher":"Wiley","issue":"6","license":[{"start":{"date-parts":[[2018,1,5]],"date-time":"2018-01-05T00:00:00Z","timestamp":1515110400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"funder":[{"DOI":"10.13039\/501100010607","name":"University of Perugia","doi-asserted-by":"crossref","id":[{"id":"10.13039\/501100010607","id-type":"DOI","asserted-by":"crossref"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["J of Separation Science"],"published-print":{"date-parts":[[2018,3]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Two chloromethyl phenylcarbamate\u2010based chiral stationary phases, one containing an amylose\u2010type chiral selector (Lux Amylose 2, from Phenomenex) and the other a cellulose\u2010type one (Lux Cellulose\u20104, from Phenomenex), were successfully used for the chiral resolution of three helical chromenes featuring a helicene\u2010like structure. The compound bearing a phenyl substituent on the helicene\u2010like structure was enantioresolved at 25\u00b0C with Lux Cellulose\u20104 and a <jats:italic>n<\/jats:italic>\u2010hexane\/1\u2010propanol 99:1 v\/v eluent. With a <jats:italic>n<\/jats:italic>\u2010hexane\/2\u2010propanol 99.8:0.2 v\/v mobile phase, the same column (operated at 35\u00b0C) provided the separation of the four isomers of the compound having a hexyl residue on the helicene\u2010like motif and an additional asymmetric carbon. Lux Amylose\u20102 was necessary for the enantioseparation of the compound having the sole hexyl residue on the helical scaffold. For the last compound a <jats:italic>n<\/jats:italic>\u2010hexane\/2\u2010propanol 99.8:0.2 v\/v eluent was used, and the column temperature was fixed at 5\u00b0C. The enantiomer elution order was appraised by using electronic circular dichroism and theoretical calculations. Notably, different thermodynamics of retention and enantioseparation were observed for molecules with pronounced structural similarity, that is, the enantiomer pairs of the compound containing the additional asymmetric carbon atom. Indeed, both entropically and enthalpically controlled adsorption and separation processes were observed.<\/jats:p>","DOI":"10.1002\/jssc.201701293","type":"journal-article","created":{"date-parts":[[2017,12,12]],"date-time":"2017-12-12T14:54:18Z","timestamp":1513090458000},"page":"1266-1273","source":"Crossref","is-referenced-by-count":17,"title":["Chiral separation of helical chromenes with chloromethyl phenylcarbamate polysaccharide\u2010based stationary phases"],"prefix":"10.1002","volume":"41","author":[{"given":"Federica","family":"Ianni","sequence":"first","affiliation":[{"name":"Department of Pharmaceutical Sciences University of Perugia  Perugia Italy"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Stefania","family":"Scorzoni","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Sciences University of Perugia  Perugia Italy"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Pier Luigi","family":"Gentili","sequence":"additional","affiliation":[{"name":"Department of Chemistry Biology and Biotechnology University of Perugia  Perugia Italy"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Alessandro","family":"Di Michele","sequence":"additional","affiliation":[{"name":"Department of Physics and Geology University of Perugia  Perugia Italy"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Michel","family":"Frigoli","sequence":"additional","affiliation":[{"name":"Institut Lavoisier de Versaille Universit\u00e9 de Versailles Saint\u2010Quentin\u2010en\u2010Yvelines  Versailles France"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Emidio","family":"Camaioni","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Sciences University of Perugia  Perugia Italy"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Fausto","family":"Ortica","sequence":"additional","affiliation":[{"name":"Department of Chemistry Biology and Biotechnology University of Perugia  Perugia Italy"},{"name":"Istituto Nazionale di Fisica Nucleare (INFN) Sezione di Perugia  Perugia Italy"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9856-0230","authenticated-orcid":false,"given":"Roccaldo","family":"Sardella","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Sciences University of Perugia  Perugia Italy"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2018,1,5]]},"reference":[{"key":"e_1_2_7_2_1","first-page":"1035","article-title":"Photochromism of tetracene","volume":"69","author":"Fritzsche J.","year":"1867","journal-title":"Comptes Rendus Acad. 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