{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,30]],"date-time":"2026-09-30T10:43:04Z","timestamp":1790764984759,"version":"4.1.0"},"reference-count":30,"publisher":"Wiley","issue":"4","license":[{"start":{"date-parts":[[2010,11,12]],"date-time":"2010-11-12T00:00:00Z","timestamp":1289520000000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Chirality"],"published-print":{"date-parts":[[2011,4]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Solvent\u2010induced chirality control in the enantioseparation of 1\u2010phenylethylamine <jats:bold>1<\/jats:bold> by <jats:italic>N<\/jats:italic>\u2010(<jats:italic>p<\/jats:italic>\u2010toluenesulfonyl)\u2010(<jats:italic>S<\/jats:italic>)\u2010phenylalanine <jats:bold>2<\/jats:bold> via diastereomeric salt formation was studied. <jats:bold>(S)\u20101<\/jats:bold>\u00b7<jats:bold>(S)\u20102<\/jats:bold> was preferentially crystallized as a less\u2010soluble salt from aqueous alcohol, while <jats:bold>(R)\u20101<\/jats:bold>\u00b7<jats:bold>(S)\u20102<\/jats:bold> salt was mainly obtained by addition of solvents with a six\u2010membered ring such as dioxane, cyclohexane, tetrahydropyran, and cyclohexene to 2\u2010propanol. Further investigations were carried out from the viewpoints of molecular structures, optical rotation measurement, and X\u2010ray crystallographic analyses. Crystallographic analyses have revealed that incorporation of the six\u2010membered ring solvent molecule in <jats:bold>(R)\u20101<\/jats:bold>\u00b7<jats:bold>(S)\u20102<\/jats:bold> without hydrogen bonds changed the molecular conformation of <jats:bold>(S)\u20102<\/jats:bold> to stabilize the salt, which changed the selectivity of <jats:bold>1<\/jats:bold> in the enantioseparation. Chirality, 2011. \u00a9 2010 Wiley\u2010Liss, Inc.<\/jats:p>","DOI":"10.1002\/chir.20922","type":"journal-article","created":{"date-parts":[[2010,11,12]],"date-time":"2010-11-12T17:34:23Z","timestamp":1289583263000},"page":"326-332","source":"Crossref","is-referenced-by-count":12,"title":["Solvent\u2010induced chirality control in the enantioseparation of 1\u2010phenylethylamine via diastereomeric salt formation"],"prefix":"10.1002","volume":"23","author":[{"given":"Koichi","family":"Kodama","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yuria","family":"Kimura","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Hiroaki","family":"Shitara","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Mikio","family":"Yasutake","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Rumiko","family":"Sakurai","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Takuji","family":"Hirose","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2010,11,12]]},"reference":[{"key":"e_1_2_5_2_2","volume-title":"Enantiomers, racemates, and resolutions","author":"Jacques 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