caa a22 4500 463184505 CHVBK 20180406164848.0 cr unu---uuuuu 170326e20070301xx s 000 0 eng 10.1007/s10870-006-9177-2 doi (NATIONALLICENCE)springer-10.1007/s10870-006-9177-2 Crystal structures of (−)-( S S , 1R , 2S , 5R )-menthyl p -tolyl sulfinate and (+)-( S S ) - [( p -tolyl)sulfinyl]ferrocene [Elektronische Daten] [Frank Heinemann, Immo Weber, Ulrich Zenneck] The absolute configuration at the chiral sulfurs centers of (−)-(S S , 1R, 2S, 5R)-menthyl-p-tolylsulfinate (1) and (S S )-[(p-tolyl)sulfinyl]ferrocene (2) were determined by single crystal X-ray diffraction with anomalous dispersion effects and the corresponding calculation of Flack's absolute structure parameters. Both compounds crystallize in the monoclinic crystal system in space group P21 (no. 4); chiral sulfinate ester 1: a=8.2868(6), b=6.1399(3), c=16.366(2)Å, β=91.816(6)°, V=832.3(2)Å3, Z=2 and absolute structure parameter −0.03(7); chiral ferrocenyl sulfoxide 2: a=5.8371(3), b=15.390(2), c=16.143(2)Å, β=97.748(6)°, V=1436.9(3)Å3, Z=4 and absolute structure parameter +0.01(1). The trigonal pyramidal geometry at the chiral sulfur atom of 2 is close to expected values while the one of 1 is slightly distorted. With direct determination of the absolute configuration at the chiral sulfur centers an important gap concerning the widely used precursors 1 and 2 for the syntheses of chiral sulfoxides and 1,2-disubstituted planar chiral ferrocenyl ligands is now closed. The latter substance class is playing a key role in enantioselective catalysis. Springer Science+Business Media, LLC, 2007 chirality nationallicence ferrocene nationallicence sulfoxides nationallicence sulfinates nationallicence Heinemann Frank Institut für Anorganische Chemie, Friedrich-Alexander-Universität Erlangen-Nürnberg, Egerlandstraße 1, D-91058, Erlangen, Germany aut Weber Immo Institut für Anorganische Chemie, Friedrich-Alexander-Universität Erlangen-Nürnberg, Egerlandstraße 1, D-91058, Erlangen, Germany aut Zenneck Ulrich Institut für Anorganische Chemie, Friedrich-Alexander-Universität Erlangen-Nürnberg, Egerlandstraße 1, D-91058, Erlangen, Germany aut Journal of Chemical Crystallography Kluwer Academic Publishers-Plenum Publishers; http://www.springer-ny.com 37/3(2007-03-01), 165-170 1074-1542 37:3<165 2007 37 10870 https://doi.org/10.1007/s10870-006-9177-2 text/html Onlinezugriff via DOI 1 brief-communication jats NATIONALLICENCE 856 40 https://doi.org/10.1007/s10870-006-9177-2 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Heinemann Frank Institut für Anorganische Chemie, Friedrich-Alexander-Universität Erlangen-Nürnberg, Egerlandstraße 1, D-91058, Erlangen, Germany aut NATIONALLICENCE 700 1- Weber Immo Institut für Anorganische Chemie, Friedrich-Alexander-Universität Erlangen-Nürnberg, Egerlandstraße 1, D-91058, Erlangen, Germany aut NATIONALLICENCE 700 1- Zenneck Ulrich Institut für Anorganische Chemie, Friedrich-Alexander-Universität Erlangen-Nürnberg, Egerlandstraße 1, D-91058, Erlangen, Germany aut NATIONALLICENCE 773 0- Journal of Chemical Crystallography Kluwer Academic Publishers-Plenum Publishers; http://www.springer-ny.com 37/3(2007-03-01), 165-170 1074-1542 37:3<165 2007 37 10870 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer