Direct Amination of Cobaltocenium Hexafluoridophosphate via Vicarious Nucleophilic Substitution

[Image: see text] In this communication we report a convenient, as short as possible synthesis of aminocobaltocenium hexafluoridophosphate, a very useful compound for further functionalization in cobaltocenium chemistry. Via vicarious nucleophilic substitution of hydrogen of cobaltocenium hexafluori...

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Autores principales: Jochriem, Markus, Bosch, Dominik, Kopacka, Holger, Bildstein, Benno
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2019
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6550438/
https://www.ncbi.nlm.nih.gov/pubmed/31178615
http://dx.doi.org/10.1021/acs.organomet.9b00205
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author Jochriem, Markus
Bosch, Dominik
Kopacka, Holger
Bildstein, Benno
author_facet Jochriem, Markus
Bosch, Dominik
Kopacka, Holger
Bildstein, Benno
author_sort Jochriem, Markus
collection PubMed
description [Image: see text] In this communication we report a convenient, as short as possible synthesis of aminocobaltocenium hexafluoridophosphate, a very useful compound for further functionalization in cobaltocenium chemistry. Via vicarious nucleophilic substitution of hydrogen of cobaltocenium hexafluoridophosphate with 1,1,1-trimethylhydrazinium iodide as nucleophile bearing its own leaving group, a one-step amination of cobaltocenium in 50% isolated yield is possible, a major improvement over the standard multistep procedure involving common Curtius rearrangement chemistry.
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spelling pubmed-65504382019-06-07 Direct Amination of Cobaltocenium Hexafluoridophosphate via Vicarious Nucleophilic Substitution Jochriem, Markus Bosch, Dominik Kopacka, Holger Bildstein, Benno Organometallics [Image: see text] In this communication we report a convenient, as short as possible synthesis of aminocobaltocenium hexafluoridophosphate, a very useful compound for further functionalization in cobaltocenium chemistry. Via vicarious nucleophilic substitution of hydrogen of cobaltocenium hexafluoridophosphate with 1,1,1-trimethylhydrazinium iodide as nucleophile bearing its own leaving group, a one-step amination of cobaltocenium in 50% isolated yield is possible, a major improvement over the standard multistep procedure involving common Curtius rearrangement chemistry. American Chemical Society 2019-05-17 2019-05-28 /pmc/articles/PMC6550438/ /pubmed/31178615 http://dx.doi.org/10.1021/acs.organomet.9b00205 Text en Copyright © 2019 American Chemical Society This is an open access article published under a Creative Commons Attribution (CC-BY) License (http://pubs.acs.org/page/policy/authorchoice_ccby_termsofuse.html) , which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited.
spellingShingle Jochriem, Markus
Bosch, Dominik
Kopacka, Holger
Bildstein, Benno
Direct Amination of Cobaltocenium Hexafluoridophosphate via Vicarious Nucleophilic Substitution
title Direct Amination of Cobaltocenium Hexafluoridophosphate via Vicarious Nucleophilic Substitution
title_full Direct Amination of Cobaltocenium Hexafluoridophosphate via Vicarious Nucleophilic Substitution
title_fullStr Direct Amination of Cobaltocenium Hexafluoridophosphate via Vicarious Nucleophilic Substitution
title_full_unstemmed Direct Amination of Cobaltocenium Hexafluoridophosphate via Vicarious Nucleophilic Substitution
title_short Direct Amination of Cobaltocenium Hexafluoridophosphate via Vicarious Nucleophilic Substitution
title_sort direct amination of cobaltocenium hexafluoridophosphate via vicarious nucleophilic substitution
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6550438/
https://www.ncbi.nlm.nih.gov/pubmed/31178615
http://dx.doi.org/10.1021/acs.organomet.9b00205
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