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Synthesis of Boronated Amidines by Addition of Amines to Nitrilium Derivative of Cobalt Bis(Dicarbollide).


ABSTRACT: A series of novel cobalt bis(dicarbollide) based amidines were synthesized by the nucleophilic addition of primary and secondary amines to highly activated B-N+≡C-R triple bond of the propionitrilium derivative [8-EtC≡N-3,3'-Co(1,2-C2B9H10)(1',2'-C2B9H11)]. The reactions with primary amines result in the formation of mixtures of E and Z isomers of amidines, whereas the reactions with secondary amines lead selectively to the E-isomers. The crystal molecular structures of E-[8-EtC(NMe2)=HN-3,3'-Co(1,2-C2B9H10)(1',2'-C2B9H11)], E-[8-EtC(NEt2)=HN-3,3'-Co(1,2- C2B9H10)(1',2'-C2B9H11)] and E-[8-EtC(NC5H10)=HN-3,3'-Co(1,2-C2B9H10)(1',2'-C2B9H11)] were determined by single crystal X-ray diffraction.

SUBMITTER: Bogdanova EV 

PROVIDER: S-EPMC8588172 | biostudies-literature | 2021 Oct

REPOSITORIES: biostudies-literature

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Synthesis of Boronated Amidines by Addition of Amines to Nitrilium Derivative of Cobalt Bis(Dicarbollide).

Bogdanova Ekaterina V EV   Stogniy Marina Yu MY   Suponitsky Kyrill Yu KY   Sivaev Igor B IB   Bregadze Vladimir I VI  

Molecules (Basel, Switzerland) 20211029 21


A series of novel cobalt bis(dicarbollide) based amidines were synthesized by the nucleophilic addition of primary and secondary amines to highly activated B-N<sup>+</sup>≡C-R triple bond of the propionitrilium derivative [8-EtC≡N-3,3'-Co(1,2-C<sub>2</sub>B<sub>9</sub>H<sub>10</sub>)(1',2'-C<sub>2</sub>B<sub>9</sub>H<sub>11</sub>)]. The reactions with primary amines result in the formation of mixtures of <i>E</i> and <i>Z</i> isomers of amidines, whereas the reactions with secondary amines lead  ...[more]

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