Enantioselective Reaction of Imines and Benzyl Nitriles Using Palladium Pincer Complexes with C2-Symmetric Chiral Bis(imidazoline)s

Enantioselective reactions of a wide variety of benzyl nitriles with N‐tosylimines catalyzed by novel chiral 1,3‐bis(imidazolin‐2‐yl)benzene‐palladium(II) [Phebim‐Pd(II)] complexes have afforded the respective products in high yield with good enantioselectivity. A reaction mechanism is proposed base...

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2011-12, Vol.353 (18), p.3385-3390
Main Authors: Hyodo, Kengo, Nakamura, Shuichi, Tsuji, Kotaro, Ogawa, Takahiro, Funahashi, Yasuhiro, Shibata, Norio
Format: Article
Language:English
Subjects:
asymmetric catalysis
Chemistry
Exact sciences and technology
Heterocyclic compounds
Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings
imidazolines
Lewis acids
Noncondensed benzenic compounds
Organic chemistry
pincer complexes
Preparations and properties
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Summary:Enantioselective reactions of a wide variety of benzyl nitriles with N‐tosylimines catalyzed by novel chiral 1,3‐bis(imidazolin‐2‐yl)benzene‐palladium(II) [Phebim‐Pd(II)] complexes have afforded the respective products in high yield with good enantioselectivity. A reaction mechanism is proposed based on X‐ray crystal structures of palladium complexes.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201100626