The synthesis and enantioseparation of chiral 3,4-dihydro-1,2,4-benzothiadiazine 1,1-dioxide derivatives are reported herein. A HPLC stopped-flow procedure was applied to the determination of rate constants and free energy barriers of enantiomerization of the compounds synthesized in the presence of achiral stationary phase. The individual enantiomers of the studied compounds were isolated in parallel by preparative HPLC on a Chiraspher NT column. Rate constants and free energy barriers of enantiomerization were determined in the mobile phase. The results were used to determine the influence of the chiral stationary phase on the enantiomerization process.
Energy barrier determination of enantiomerization of chiral 3,4-dihydro-1,2,4-benzothiadiazine 1,1-dioxide type compounds by enantioselective stopped-flow HPLC / Cannazza, Giuseppe; Braghiroli, Daniela; Iuliani, Piera; Parenti, Carlo. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - STAMPA. - 17(2006), pp. 3158-3162. [10.1016/j.tetasy.2006.11.035]
Data di pubblicazione: | 2006 | |
Titolo: | Energy barrier determination of enantiomerization of chiral 3,4-dihydro-1,2,4-benzothiadiazine 1,1-dioxide type compounds by enantioselective stopped-flow HPLC | |
Autore/i: | Cannazza, Giuseppe; Braghiroli, Daniela; Iuliani, Piera; Parenti, Carlo | |
Autore/i UNIMORE: | ||
Digital Object Identifier (DOI): | http://dx.doi.org/10.1016/j.tetasy.2006.11.035 | |
Rivista: | ||
Volume: | 17 | |
Pagina iniziale: | 3158 | |
Pagina finale: | 3162 | |
Codice identificativo ISI: | WOS:000243707600013 | |
Codice identificativo Scopus: | 2-s2.0-33845689509 | |
Citazione: | Energy barrier determination of enantiomerization of chiral 3,4-dihydro-1,2,4-benzothiadiazine 1,1-dioxide type compounds by enantioselective stopped-flow HPLC / Cannazza, Giuseppe; Braghiroli, Daniela; Iuliani, Piera; Parenti, Carlo. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - STAMPA. - 17(2006), pp. 3158-3162. [10.1016/j.tetasy.2006.11.035] | |
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