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trans ‐1,2‐Cyclohexanedisulfonic Acid: An Optically Active Linker for Coordination Polymers
Author(s) -
Behler Florian,
Zitzer Christina,
Wickleder Mathias S.,
Christoffers Jens
Publication year - 2014
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.201402925
Subject(s) - chemistry , optically active , cyclohexane , salt (chemistry) , cyclohexene , crystallization , absolute configuration , chirality (physics) , double salt , linker , oxide , stereochemistry , diamine , medicinal chemistry , crystallography , inorganic chemistry , polymer chemistry , organic chemistry , catalysis , chiral symmetry breaking , physics , quantum mechanics , nambu–jona lasinio model , quark , computer science , operating system
Racemic 1,2‐cyclohexanedisulfonic acid was prepared from cyclohexene oxide via the cyclic trithiocarbonate and isolated as its barium salt. Optical resolution was achieved by crystallization with (–)‐( R , R )‐1,2‐cyclohexane diamine; the absolute configuration was established by X‐ray crystallography of this salt, [C 6 H 10 (NH 3 ) 2 ][C 6 H 10 (SO 3 ) 2 ]. Solid‐state structures were investigated of the racemic acidic sodium disulfonate Na(H 5 O 2 )[C 6 H 10 (SO 3 ) 2 ] and the optically active disulfonates Na 2 [C 6 H 10 (SO 3 ) 2 ] · 1.8H 2 O and Ag(NH 2 Me 2 )[C 6 H 10 (SO 3 ) 2 ].
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