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Asymmetric Induction by a Nitrogen 14 N/ 15 N Isotopomer in Conjunction with Asymmetric Autocatalysis
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 - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201608955
Subject(s) - autocatalysis , chirality (physics) , isotopomers , nitrogen , chemistry , isotope , diamine , isotopes of nitrogen , stereochemistry , organic chemistry , catalysis , molecule , physics , chiral symmetry breaking , nuclear physics , nambu–jona lasinio model , quark
Chirality arising from isotope substitution, especially with atoms heavier than the hydrogen isotopes, is usually not considered a source of chirality in a chemical reaction. An N 2 ,N 2 ,N 3 ,N 3 ‐tetramethyl‐2,3‐butanediamine containing nitrogen ( 14 N/ 15 N) isotope chirality was synthesized and it was revealed that this isotopically chiral diamine compound acts as a chiral initiator for asymmetric autocatalysis.