Reductive Dimerization of Macrocycles Activated by BBr(3)

[Image: see text] A macrocyclic motif composed of carbazole and pyridine subunits linked by a carbonyl bridge (C=O) forms a skeleton with a peripheral reactivity that leads to a pinacol-like coupling activated by BBr(3), eventually entrapping a substantially elongated C–C bond. Slightly modified con...

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Autores principales: Kijewska, Monika, Siczek, Miłosz, Pawlicki, Miłosz
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8155568/
https://www.ncbi.nlm.nih.gov/pubmed/33856224
http://dx.doi.org/10.1021/acs.orglett.1c01047
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author Kijewska, Monika
Siczek, Miłosz
Pawlicki, Miłosz
author_facet Kijewska, Monika
Siczek, Miłosz
Pawlicki, Miłosz
author_sort Kijewska, Monika
collection PubMed
description [Image: see text] A macrocyclic motif composed of carbazole and pyridine subunits linked by a carbonyl bridge (C=O) forms a skeleton with a peripheral reactivity that leads to a pinacol-like coupling activated by BBr(3), eventually entrapping a substantially elongated C–C bond. Slightly modified conditions lead to the efficient transformation of the C=O unit to a CH(2) linker that, after exposure to air, gives a dimeric molecule with multiple bonds between two macrocyclic units, as documented in spectroscopy and X-ray analysis.
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spelling pubmed-81555682021-05-28 Reductive Dimerization of Macrocycles Activated by BBr(3) Kijewska, Monika Siczek, Miłosz Pawlicki, Miłosz Org Lett [Image: see text] A macrocyclic motif composed of carbazole and pyridine subunits linked by a carbonyl bridge (C=O) forms a skeleton with a peripheral reactivity that leads to a pinacol-like coupling activated by BBr(3), eventually entrapping a substantially elongated C–C bond. Slightly modified conditions lead to the efficient transformation of the C=O unit to a CH(2) linker that, after exposure to air, gives a dimeric molecule with multiple bonds between two macrocyclic units, as documented in spectroscopy and X-ray analysis. American Chemical Society 2021-04-15 2021-05-07 /pmc/articles/PMC8155568/ /pubmed/33856224 http://dx.doi.org/10.1021/acs.orglett.1c01047 Text en © 2021 The Authors. Published by American Chemical Society Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Kijewska, Monika
Siczek, Miłosz
Pawlicki, Miłosz
Reductive Dimerization of Macrocycles Activated by BBr(3)
title Reductive Dimerization of Macrocycles Activated by BBr(3)
title_full Reductive Dimerization of Macrocycles Activated by BBr(3)
title_fullStr Reductive Dimerization of Macrocycles Activated by BBr(3)
title_full_unstemmed Reductive Dimerization of Macrocycles Activated by BBr(3)
title_short Reductive Dimerization of Macrocycles Activated by BBr(3)
title_sort reductive dimerization of macrocycles activated by bbr(3)
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8155568/
https://www.ncbi.nlm.nih.gov/pubmed/33856224
http://dx.doi.org/10.1021/acs.orglett.1c01047
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