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

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-C2B9</su...

Descripción completa

Guardado en:

Detalles Bibliográficos
Autores principales:	Ekaterina V. Bogdanova, Marina Yu. Stogniy, Kyrill Yu. Suponitsky, Igor B. Sivaev, Vladimir I. Bregadze
Formato:	article
Lenguaje:	EN
Publicado:	MDPI AG 2021
Materias:	cobalt bis(dicarbollide) nitrilium derivatives amidines nucleophilic addition reactions synthesis structure Organic chemistry QD241-441
Acceso en línea:	https://doaj.org/article/4446a89e599541dca77225f973a79b5b
Etiquetas:	Agregar Etiqueta Sin Etiquetas, Sea el primero en etiquetar este registro!

id	oai:doaj.org-article:4446a89e599541dca77225f973a79b5b
record_format	dspace
spelling	oai:doaj.org-article:4446a89e599541dca77225f973a79b5b2021-11-11T18:31:47ZSynthesis of Boronated Amidines by Addition of Amines to Nitrilium Derivative of Cobalt Bis(Dicarbollide)10.3390/molecules262165441420-3049https://doaj.org/article/4446a89e599541dca77225f973a79b5b2021-10-01T00:00:00Zhttps://www.mdpi.com/1420-3049/26/21/6544https://doaj.org/toc/1420-3049A 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 selectively to the <i>E</i>-isomers. The crystal molecular structures of <i>E</i>-[8-EtC(NMe<sub>2</sub>)=HN-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>)], <i>E</i>-[8-EtC(NEt<sub>2</sub>)=HN-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>)] and <i>E</i>-[8-EtC(NC<sub>5</sub>H<sub>10</sub>)=HN-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>)] were determined by single crystal X-ray diffraction.Ekaterina V. BogdanovaMarina Yu. StogniyKyrill Yu. SuponitskyIgor B. SivaevVladimir I. BregadzeMDPI AGarticlecobalt bis(dicarbollide)nitrilium derivativesamidinesnucleophilic addition reactionssynthesisstructureOrganic chemistryQD241-441ENMolecules, Vol 26, Iss 6544, p 6544 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	cobalt bis(dicarbollide) nitrilium derivatives amidines nucleophilic addition reactions synthesis structure Organic chemistry QD241-441
spellingShingle	cobalt bis(dicarbollide) nitrilium derivatives amidines nucleophilic addition reactions synthesis structure Organic chemistry QD241-441 Ekaterina V. Bogdanova Marina Yu. Stogniy Kyrill Yu. Suponitsky Igor B. Sivaev Vladimir I. Bregadze Synthesis of Boronated Amidines by Addition of Amines to Nitrilium Derivative of Cobalt Bis(Dicarbollide)
description	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 selectively to the <i>E</i>-isomers. The crystal molecular structures of <i>E</i>-[8-EtC(NMe<sub>2</sub>)=HN-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>)], <i>E</i>-[8-EtC(NEt<sub>2</sub>)=HN-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>)] and <i>E</i>-[8-EtC(NC<sub>5</sub>H<sub>10</sub>)=HN-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>)] were determined by single crystal X-ray diffraction.
format	article
author	Ekaterina V. Bogdanova Marina Yu. Stogniy Kyrill Yu. Suponitsky Igor B. Sivaev Vladimir I. Bregadze
author_facet	Ekaterina V. Bogdanova Marina Yu. Stogniy Kyrill Yu. Suponitsky Igor B. Sivaev Vladimir I. Bregadze
author_sort	Ekaterina V. Bogdanova
title	Synthesis of Boronated Amidines by Addition of Amines to Nitrilium Derivative of Cobalt Bis(Dicarbollide)
title_short	Synthesis of Boronated Amidines by Addition of Amines to Nitrilium Derivative of Cobalt Bis(Dicarbollide)
title_full	Synthesis of Boronated Amidines by Addition of Amines to Nitrilium Derivative of Cobalt Bis(Dicarbollide)
title_fullStr	Synthesis of Boronated Amidines by Addition of Amines to Nitrilium Derivative of Cobalt Bis(Dicarbollide)
title_full_unstemmed	Synthesis of Boronated Amidines by Addition of Amines to Nitrilium Derivative of Cobalt Bis(Dicarbollide)
title_sort	synthesis of boronated amidines by addition of amines to nitrilium derivative of cobalt bis(dicarbollide)
publisher	MDPI AG
publishDate	2021
url	https://doaj.org/article/4446a89e599541dca77225f973a79b5b
work_keys_str_mv	AT ekaterinavbogdanova synthesisofboronatedamidinesbyadditionofaminestonitriliumderivativeofcobaltbisdicarbollide AT marinayustogniy synthesisofboronatedamidinesbyadditionofaminestonitriliumderivativeofcobaltbisdicarbollide AT kyrillyusuponitsky synthesisofboronatedamidinesbyadditionofaminestonitriliumderivativeofcobaltbisdicarbollide AT igorbsivaev synthesisofboronatedamidinesbyadditionofaminestonitriliumderivativeofcobaltbisdicarbollide AT vladimiribregadze synthesisofboronatedamidinesbyadditionofaminestonitriliumderivativeofcobaltbisdicarbollide
_version_	1718431820387713024

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

Ejemplares similares