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Cover Picture: Asymmetric Induction by a Nitrogen 14 N/ 15 N Isotopomer in Conjunction with Asymmetric Autocatalysis (Angew. Chem. Int. Ed. 49/2016)
Author(s) -
Matsumoto Arimasa,
Ozaki Hanae,
Harada Shunya,
Tada Kyohei,
Ayugase Tomohiro,
Ozawa Hitomi,
Kawasaki Tsuneomi,
Soai Kenso
Publication year - 2016
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.201610382
Subject(s) - autocatalysis , chirality (physics) , enantioselective synthesis , chemistry , kinetic isotope effect , asymmetric induction , isotopomers , diamine , nitrogen , stereochemistry , crystallography , organic chemistry , catalysis , deuterium , physics , molecule , chiral symmetry breaking , atomic physics , quantum mechanics , nambu–jona lasinio model , quark
Chirality arising from isotope substitution is usually not considered a source of chirality in a chemical reaction. In their Communication on page 15246 ff., A. Matsumoto, K. Soai, and co‐workers employ a 14 N/ 15 N isotopically chiral diamine, N 2 ,N 2 ,N 3 ,N 3 ‐tetramethyl‐2,3‐butandiamine, as a chiral initiator for an asymmetric autocatalysis reaction. This is the first example of enantioselective induction actuated by the “hidden” chiral effect of nitrogen isotope ( 14 N/ 15 N) substitution.