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Unexpected course of the attempted conversions of ferrocenyl(hetaryl)methanols into thiols using Lawesson’s reagent


Mloston, Grzegorz; Hamera-Faldyga, Roza; Heimgartner, Heinz (2017). Unexpected course of the attempted conversions of ferrocenyl(hetaryl)methanols into thiols using Lawesson’s reagent. Phosphorus, Sulfur, and Silicon and the Related Elements, 192(6):732-736.

Abstract

A series of secondary methanols bearing ferrocenyl and a hetaryl substituent was tested in reactions with Lawesson’s reagent (LR) aimed at the preparation of respective methanethiols. The study showed that in boiling toluene after only few minutes the starting alcohols were consumed and unexpectedly, depending on the type of hetaryl substituent, tetra-substituted ethane or disubstituted methane derivatives were obtained in good to excellent yields. The presence of the ferrocene moiety is crucial for the observed reaction courses.

Abstract

A series of secondary methanols bearing ferrocenyl and a hetaryl substituent was tested in reactions with Lawesson’s reagent (LR) aimed at the preparation of respective methanethiols. The study showed that in boiling toluene after only few minutes the starting alcohols were consumed and unexpectedly, depending on the type of hetaryl substituent, tetra-substituted ethane or disubstituted methane derivatives were obtained in good to excellent yields. The presence of the ferrocene moiety is crucial for the observed reaction courses.

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Language:English
Date:25 May 2017
Deposited On:29 May 2017 08:38
Last Modified:29 May 2017 08:51
Publisher:Taylor & Francis
ISSN:1042-6507
Funders:National Science Center (Cracow, Poland) Maestro Grant (project number 2012/06A/ST5/00219)
Publisher DOI:https://doi.org/10.1080/10426507.2017.1286491

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