Inverted Piano Stools: A Molecular Recognition Motif That Enforces 1:1 Cocrystallization of Two Diastereomers in the Same Single Crystal | Zendy

Brunner Henri | Zendy; Weber Matthias | Zendy; Zabel Manfred | Zendy; Zwack Thomas | Zendy

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Inverted Piano Stools: A Molecular Recognition Motif That Enforces 1:1 Cocrystallization of Two Diastereomers in the Same Single Crystal

Author(s) -

Brunner Henri,

Weber Matthias,

Zabel Manfred,

Zwack Thomas

Publication year - 2003

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200250181

Subject(s) - diastereomer , substituent , chirality (physics) , chemistry , crystallography , molecule , hydrogen bond , solid state , single crystal , stereochemistry , crystal structure , physics , organic chemistry , chiral symmetry , quantum mechanics , nambu–jona lasinio model , quark

Half‐sandwich complexes of the type [(Ar)MXY(NR*)] (see structure; X, Y=electronegative substituents; M=Ru, Os, Rh, Ir) tend to form inversion pairs in the solid state, which are characterized by short M⋅⋅⋅M separations and CH⋅⋅⋅X/Y hydrogen bonds between the pairs of molecules. As a consequence, two diastereomers with a given chirality in the Z substituent, usually an NR* substituent, and different metal configurations approach each other with their “racemic sides” resulting in an unusually preferred 1:1 diastereomer cocrystallization in the same single crystal.

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