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Inside Cover: Asymmetric Catalysis on the Nanoscale: The Organocatalytic Approach to Helicenes (Angew. Chem. Int. Ed. 20/2014)
Author(s) -
Kötzner Lisa,
Webber Matthew J.,
Martínez Alberto,
De Fusco Claudia,
List Benjamin
Publication year - 2014
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201401125
Subject(s) - catalysis , stacking , phosphoric acid , cover (algebra) , nanometre , organocatalysis , nanoscopic scale , enantioselective synthesis , chemistry , nanotechnology , materials science , combinatorial chemistry , stereochemistry , organic chemistry , engineering , mechanical engineering , composite material
The asymmetric synthesis of helicenes by a Fischer indolization catalyzed by a SPINOL‐derived phosphoric acid is reported by B. List et al. in their Communication on page 5202 ff. The catalyst is designed for long‐range control and bears extended π‐surfaces at the 3,3′‐position. It creates a chiral nanometer‐sized pocket, which enables π–π stacking interactions between the substituents and the reactive intermediate. A variety of (di)azahelicenes were obtained with good to excellent yields and enentioselectivities.