Issue 36, 2016

The synthesis and structures of 1,1′-bis(sulfonyl)ferrocene derivatives

Abstract

A series of 1,1′-bis(sulfonyl)ferrocene compounds were produced via the 1,1′-bis(sulfonate)ferrocene ammonium salt. This compound can be readily converted to 1,1′ bis(sulfonylchloride)ferrocene. By varying stoichiometry and reaction times, both mono- and bis-sulfonamide derivatives can be synthesized. All new compounds presented in this report have been structurally characterized. The structures of the bis-sulfonamide systems are similar to the well-studied bis(amide) ferrocene compounds. Intermolecular hydrogen bonding is observed, typically between NH and SO groups of neighboring sulfonamides. However in the bis(GABA) derivative, intermolecular NH to CO hydrogen bonding interactions are present.

Graphical abstract: The synthesis and structures of 1,1′-bis(sulfonyl)ferrocene derivatives

Supplementary files

Article information

Article type
Paper
Submitted
06 Jul 2016
Accepted
13 Aug 2016
First published
15 Aug 2016

Dalton Trans., 2016,45, 14320-14326

The synthesis and structures of 1,1′-bis(sulfonyl)ferrocene derivatives

K. Chanawanno, C. Holstrom, L. A. Crandall, H. Dodge, V. N. Nemykin, R. S. Herrick and C. J. Ziegler, Dalton Trans., 2016, 45, 14320 DOI: 10.1039/C6DT02669A

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