Cargando…

Synthesis and crystal structure of 1,1′-bis­{[4-(pyridin-2-yl)-1,2,3-triazol-1-yl]meth­yl}ferrocene, and its complexation with Cu(I)

The title compound, [Fe(C(13)H(11)N(4))(2)], was synthesized starting from 1,1′-ferro­cene­di­carb­oxy­lic acid in a three-step reaction sequence. The di­carb­oxy­lic acid was reduced to 1,1′-ferrocenedi­methanol using LiAlH(4) and subsequently converted to 1,1′-bis­(azido­meth­yl)ferrocene in the p...

Descripción completa

Detalles Bibliográficos
Autores principales: Pokharel, Uttam R., Naquin, Aaron P., Brochon, Connor P., Fronczek, Frank R.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7534253/
https://www.ncbi.nlm.nih.gov/pubmed/33117568
http://dx.doi.org/10.1107/S2056989020011901
_version_ 1783590281458745344
author Pokharel, Uttam R.
Naquin, Aaron P.
Brochon, Connor P.
Fronczek, Frank R.
author_facet Pokharel, Uttam R.
Naquin, Aaron P.
Brochon, Connor P.
Fronczek, Frank R.
author_sort Pokharel, Uttam R.
collection PubMed
description The title compound, [Fe(C(13)H(11)N(4))(2)], was synthesized starting from 1,1′-ferro­cene­di­carb­oxy­lic acid in a three-step reaction sequence. The di­carb­oxy­lic acid was reduced to 1,1′-ferrocenedi­methanol using LiAlH(4) and subsequently converted to 1,1′-bis­(azido­meth­yl)ferrocene in the presence of NaN(3). The diazide was treated with 2-ethynyl­pyridine under ‘click’ conditions to give the title compound in 75% yield. The Fe(II) center lies on an inversion center in the crystal. The two pyridyl­triazole wings are oriented in an anti conformation and positioned exo from the Fe(II) center. In the solid state, the mol­ecules inter­act by C—H⋯N, C—H⋯π, and π–π inter­actions. The complexation of the ligand with [Cu(CH(3)CN)(4)](PF(6)) gives a tetra­nuclear dimeric complex.
format Online
Article
Text
id pubmed-7534253
institution National Center for Biotechnology Information
language English
publishDate 2020
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-75342532020-10-27 Synthesis and crystal structure of 1,1′-bis­{[4-(pyridin-2-yl)-1,2,3-triazol-1-yl]meth­yl}ferrocene, and its complexation with Cu(I) Pokharel, Uttam R. Naquin, Aaron P. Brochon, Connor P. Fronczek, Frank R. Acta Crystallogr E Crystallogr Commun Research Communications The title compound, [Fe(C(13)H(11)N(4))(2)], was synthesized starting from 1,1′-ferro­cene­di­carb­oxy­lic acid in a three-step reaction sequence. The di­carb­oxy­lic acid was reduced to 1,1′-ferrocenedi­methanol using LiAlH(4) and subsequently converted to 1,1′-bis­(azido­meth­yl)ferrocene in the presence of NaN(3). The diazide was treated with 2-ethynyl­pyridine under ‘click’ conditions to give the title compound in 75% yield. The Fe(II) center lies on an inversion center in the crystal. The two pyridyl­triazole wings are oriented in an anti conformation and positioned exo from the Fe(II) center. In the solid state, the mol­ecules inter­act by C—H⋯N, C—H⋯π, and π–π inter­actions. The complexation of the ligand with [Cu(CH(3)CN)(4)](PF(6)) gives a tetra­nuclear dimeric complex. International Union of Crystallography 2020-09-04 /pmc/articles/PMC7534253/ /pubmed/33117568 http://dx.doi.org/10.1107/S2056989020011901 Text en © Pokharel et al. 2020 http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/4.0/
spellingShingle Research Communications
Pokharel, Uttam R.
Naquin, Aaron P.
Brochon, Connor P.
Fronczek, Frank R.
Synthesis and crystal structure of 1,1′-bis­{[4-(pyridin-2-yl)-1,2,3-triazol-1-yl]meth­yl}ferrocene, and its complexation with Cu(I)
title Synthesis and crystal structure of 1,1′-bis­{[4-(pyridin-2-yl)-1,2,3-triazol-1-yl]meth­yl}ferrocene, and its complexation with Cu(I)
title_full Synthesis and crystal structure of 1,1′-bis­{[4-(pyridin-2-yl)-1,2,3-triazol-1-yl]meth­yl}ferrocene, and its complexation with Cu(I)
title_fullStr Synthesis and crystal structure of 1,1′-bis­{[4-(pyridin-2-yl)-1,2,3-triazol-1-yl]meth­yl}ferrocene, and its complexation with Cu(I)
title_full_unstemmed Synthesis and crystal structure of 1,1′-bis­{[4-(pyridin-2-yl)-1,2,3-triazol-1-yl]meth­yl}ferrocene, and its complexation with Cu(I)
title_short Synthesis and crystal structure of 1,1′-bis­{[4-(pyridin-2-yl)-1,2,3-triazol-1-yl]meth­yl}ferrocene, and its complexation with Cu(I)
title_sort synthesis and crystal structure of 1,1′-bis­{[4-(pyridin-2-yl)-1,2,3-triazol-1-yl]meth­yl}ferrocene, and its complexation with cu(i)
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7534253/
https://www.ncbi.nlm.nih.gov/pubmed/33117568
http://dx.doi.org/10.1107/S2056989020011901
work_keys_str_mv AT pokhareluttamr synthesisandcrystalstructureof11bis4pyridin2yl123triazol1ylmethylferroceneanditscomplexationwithcui
AT naquinaaronp synthesisandcrystalstructureof11bis4pyridin2yl123triazol1ylmethylferroceneanditscomplexationwithcui
AT brochonconnorp synthesisandcrystalstructureof11bis4pyridin2yl123triazol1ylmethylferroceneanditscomplexationwithcui
AT fronczekfrankr synthesisandcrystalstructureof11bis4pyridin2yl123triazol1ylmethylferroceneanditscomplexationwithcui