Characteristic and complementary chiral recognition ability of four recently developed immobilized chiral stationary phases based on amylose and cellulose phenyl carbamates and benzoates. Issue 7 (12th April 2022)

• Record Type: Journal Article
• Authors: Onishi, Takafumi; Ueda, Takunori; Yoshida, Kenichi; Uosaki, Kosuke; Ando, Hiroyuki; Hamasaki, Ryota; Ohnishi, Atsushi
• Is Part Of: Chirality. Volume 34:Issue 7(2022)
• Page Start: 925
• Page End: 940
• Publication Date: 2022-04-12
• Subjects: comparison between coated type and immobilized type -- complementary properties and solvent resistance -- enantiomer resolution by HPLC -- immobilized polysaccharide‐based chiral stationary phases; Chirality -- Periodicals; Pharmaceutical chemistry -- Periodicals; 541.22
• DOI: 10.1002/chir.23446
• Languages: English
• ISSNs: 0899-0042

Abstract

Abstract: To date, various immobilized chiral stationary phases (CSPs) have been developed. The immobilized CSPs have opened up possibilities not only maintaining the high chiral recognition abilities as well as corresponding coated ones but also affording high durability to various mobile phase. This report directed to investigate enantioseparation of recently launched four immobilized CSPs with cellulose and amylose backbones under normal phase liquid chromatography conditions. Their chiral recognition abilities were compared with previously developed six immobilized CSPs. Particularly, we focused on the complementarity for chiral recognitions. Among them, amylose tris(3‐chloro‐5‐methylphenylcarbamate) CSP, namely, CHIRALPAK IG, showed notable chiral recognition abilities to various racemates. As expected, the investigated immobilized CSPs represented remarkable durability to wide range of mobile phases, whereas the corresponding coated CSPs could not be run due to the irreversible degradation. Taking advantage of unrestricted solvent compatibility, chiral separation selectivities were improved for some racemates. Abstract : The chiral recognition ability and durability toward to polar organic solvents regarding four recently developed immobilized chiral stationary phases based on amylose tris(3‐chloro‐5‐methylphenylcarbamate), cellulose tris(3‐chloro‐5‐methylphenylcarbamate), amylose tris[( S )‐phenylethylcarbamate], and cellulose tris(4‐methylbenzoate) was investigated and summarized.