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Planar‐Chiral [2.2]Paracyclophane‐Based Amides as Proligands for Titanium‐ and Zirconium‐Catalyzed Hydroamination
Author(s) -
Braun Carolin,
Bräse Stefan,
Schafer Laurel L.
Publication year - 2017
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201700101
Subject(s) - hydroamination , enantiopure drug , chemistry , planar chirality , chirality (physics) , amide , reactivity (psychology) , axial chirality , enantioselective synthesis , chelation , zirconium , stereochemistry , palladium , combinatorial chemistry , catalysis , organic chemistry , medicine , chiral symmetry breaking , physics , alternative medicine , pathology , quantum mechanics , quark , nambu–jona lasinio model
A synthetic route to racemic and enantiopure planar chiral [2.2]paracyclophanes with amide groups was developed to combine the well‐established reactivity of amides as N , O ‐chelating ligands in hydroamination reactions with the planar chirality of the [2.2]paracyclophane backbone. A mono‐ as well as a tethered bis(amide) were synthesized and investigated as ligands for titanium and zirconium. Hydroamination reactivity studies showed their ability to translate their planar chirality into central chirality in the product.