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Coordination Polymers, 13. Induction of Helicity via Stereogenic Centers: Asymmetric Synthesis of ( P )‐ and ( M )‐Coordination Polymers
Author(s) -
Saalfrank Rolf W.,
Decker Michael,
Hampel Frank,
Peters Karl,
von Schnering Hans Georg
Publication year - 1997
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19971300921
Subject(s) - chemistry , stereocenter , chloroform , coordination polymer , asymmetric induction , stereochemistry , crystal structure , recrystallization (geology) , crystallography , polymer , coordination complex , metal , organic chemistry , enantioselective synthesis , catalysis , biology , paleontology
Reaction of a methanolic copper(II) acetate solution of enantiomerically pure (5 R )‐/(4 S )‐methyl E ‐(4‐ethyl‐2‐oxazolidinylidene)cyanoacetate 6 leads to the mononuclear chelate complexes ( R, R )‐/ ( S, S )‐ 7 . Recrystallization of ( R, R )‐/( S, S )‐ 7 from non‐coordinating chloroform and asymmetric induction via the stereogenic centers, originating from ( R )‐/( S )‐ 6 , stereospecifically yield the right ‐ and left ‐handed helical ID‐coordination polymers ( P )‐/(M)‐ 8 . The structures of mononuclear complex ( R, R )‐ 7 and of helix ( P )‐ 8 and its mirror image ( M )‐ 8 have been characterised unequivocally by X‐ray crystal structure analyses. ( P )‐ and ( M )‐ 8 crystallize with chloroform to give the clathrates 1 .{[CuL R 2 ]. 2 CHCl 3 } and 1 .{[CuL S 2 ].2CHCl 3 }, respectively.