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Utilization of $CS_2$ as a Source of $C_1$ Synthetic Units for the Preparation of Bis(alkylthio)methanes and Alkyl Dithioformates

Gandhi, Thirumanavelan and Jagirdar, Balaji R (2005) Utilization of $CS_2$ as a Source of $C_1$ Synthetic Units for the Preparation of Bis(alkylthio)methanes and Alkyl Dithioformates. In: Inorganic Chemistry, 44 (4). pp. 1118-1124.

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Official URL: http://pubs.acs.org/doi/abs/10.1021/ic048849u

Abstract

Double insertion of $CS_2$ into two Ru-H bonds of $[(dppm)_2Ru(H)_2] (dppm = Ph_2PCH_2PPh_2)$ affords the methanedithiolate complex $[(dppm)_2Ru( 2-S_2CH_2)]$. The methanedithiolate moiety has been functionalized using 2 equiv of RX resulting in bis(alkylthio)methane derivatives $[(dppm)_2Ru(RSCH_2SR)][X]_2$. The bis(alkylthio)methane complex loses the bis(alkylthio)methane moiety under very mild conditions and in turn affords the $[(dppm)_2RuX\$2]$ complex from which the starting dihydride $[(dppm)_2Ru(H)_2]$ has been regenerated via reaction with KOH/EtOH. On the other hand, insertion of $CS_2$ into one Ru-H bond of $[(dppe)_2Ru(H)_2] (dppe = Ph_2PCH_2CH_2PPh_2)$ followed by functionalization using RX results in alkyl dithioformate complex trans- $[(dppe)_2Ru(H)(SC(SR)H)][X]$. In this case also, the alkyl dithioformate moiety gets eliminated under very mild conditions to afford the $[(dppe)_2Ru(H)(X)]$ derivative from which the starting dihydride has been regenerated via reaction with $NaBH_4$. The reactions presented here constitute utilization of $CS_2$ as a $C_1$ synthetic source for the generation of useful organic compounds.

Item Type: Journal Article
Additional Information: The copyright for this article belongs to American Chemical Society.
Department/Centre: Division of Chemical Sciences > Inorganic & Physical Chemistry
Date Deposited: 15 Apr 2005
Last Modified: 20 Jan 2012 09:19
URI: http://eprints.iisc.ernet.in/id/eprint/3024

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