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Asymmetric Induction by a Nitrogen 14 N/15 N Isotopomer in Conjunction with Asymmetric Autocatalysis.


ABSTRACT: 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 N2 ,N2 ,N3 ,N3 -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.

SUBMITTER: Matsumoto A 

PROVIDER: S-EPMC5132014 | biostudies-literature | 2016 Dec

REPOSITORIES: biostudies-literature

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Asymmetric Induction by a Nitrogen <sup>14</sup> N/<sup>15</sup> N Isotopomer in Conjunction with Asymmetric Autocatalysis.

Matsumoto Arimasa A   Ozaki Hanae H   Harada Shunya S   Tada Kyohei K   Ayugase Tomohiro T   Ozawa Hitomi H   Kawasaki Tsuneomi T   Soai Kenso K  

Angewandte Chemie (International ed. in English) 20161018 49


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<sup>2</sup> ,N<sup>2</sup> ,N<sup>3</sup> ,N<sup>3</sup> -tetramethyl-2,3-butanediamine containing nitrogen (<sup>14</sup> N/<sup>15</sup> N) isotope chirality was synthesized and it was revealed that this isotopically chiral diamine compound acts as a chiral initiator for asymmetric autocatalysis. ...[more]

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