Synthesis, Enantioselective Separation, and Identification of Racemic Tetralin, Indan, and Benzosuberan Derivatives

Abstract

Forty chiral substituted tetralins, indans, and benzosuberans were synthesized and resolved by gas chromatography using a chiral stationary phase. The substituent groups include hydroxy, keto, methyl, and methoxy moieties. These types of compounds are known to be biological markers in fossil fuels as well as important intermediates in organic synthesis. Total ion current mass spectrometry was used to detect and identify the separated analytes. Two different derivatized cyclodextrin chiral stationary phases (having somewhat different enantioselectivities) were used. The ring size of the analyte appears to affect enantioresolution. The MS relative ion abundance and/or fragmentaion patterns can be used to distinguish between enantiomeric and diastereomeric analytes. © 1997 Academic Press.

Department(s)

Chemistry

International Standard Serial Number (ISSN)

0026-265X

Document Type

Article - Journal

Document Version

Citation

File Type

text

Language(s)

English

Rights

© 2024 Elsevier, All rights reserved.

Publication Date

01 Jan 1997

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