Insertion of Carbenes into Deprotonated nido-Undecaborane, B(11)H(13)(2-)

We have examined the insertion of carbenes carrying leaving groups into the [nido-B(11)H(13)](2−) dianion to form the [closo-1-CB(11)H(12)](−) anion. The best procedure uses CF(3)SiMe(3) and LiCl as the source of CF(2). It is simple, convenient and scalable and proceeds with 70–90% yield. Density fu...

Descripción completa

Detalles Bibliográficos
Autores principales: Pecyna, Jacek, Rončević, Igor, Michl, Josef
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6833071/
https://www.ncbi.nlm.nih.gov/pubmed/31640159
http://dx.doi.org/10.3390/molecules24203779
Descripción
Sumario:We have examined the insertion of carbenes carrying leaving groups into the [nido-B(11)H(13)](2−) dianion to form the [closo-1-CB(11)H(12)](−) anion. The best procedure uses CF(3)SiMe(3) and LiCl as the source of CF(2). It is simple, convenient and scalable and proceeds with 70–90% yield. Density functional calculations have been used to develop a mechanistic proposal that accounts for the different behavior of CF(2), requiring only one equivalent of base for successful conversion of Na[nido-B(11)H(14)](−) to [closo-1-CB(11)H(12)](−), and CCl(2) and CBr(2), which require more.

Ejemplares similares