Cargando…

(1R,2S,4r)-1,2,4-Tri­phenyl­cyclo­pentane-1,2-diol and (1R,2S,4r)-4-(2-meth­oxy­phen­yl)-1,2-di­phenyl­cyclo­pentane-1,2-diol: application as initiators for ring-opening polymerization of ∊-caprolactone

Reductive cyclization of 1,3,5-triphenyl- and 3-(2-meth­oxy­phen­yl)-1,5-di­phenyl­pentane-1,5-diones by zinc in acetic acid medium leads to the formation of 1,2,4-tri­phenyl­cyclo­pentane-1,2-diol [1,2,4-Ph(3)C(5)H(5)-1,2-(OH)(2), C(23)H(22)O(2), (I)] and 4-(2-meth­oxy­phen­yl)-1,2-di­phenyl­cyclo­...

Descripción completa

Detalles Bibliográficos
Autores principales: Komarov, Pavel D., Minyaev, Mikhail E., Churakov, Andrei V., Roitershtein, Dmitrii M., Nifant’ev, Ilya E.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6659343/
https://www.ncbi.nlm.nih.gov/pubmed/31392020
http://dx.doi.org/10.1107/S2056989019008673
_version_ 1783439119362293760
author Komarov, Pavel D.
Minyaev, Mikhail E.
Churakov, Andrei V.
Roitershtein, Dmitrii M.
Nifant’ev, Ilya E.
author_facet Komarov, Pavel D.
Minyaev, Mikhail E.
Churakov, Andrei V.
Roitershtein, Dmitrii M.
Nifant’ev, Ilya E.
author_sort Komarov, Pavel D.
collection PubMed
description Reductive cyclization of 1,3,5-triphenyl- and 3-(2-meth­oxy­phen­yl)-1,5-di­phenyl­pentane-1,5-diones by zinc in acetic acid medium leads to the formation of 1,2,4-tri­phenyl­cyclo­pentane-1,2-diol [1,2,4-Ph(3)C(5)H(5)-1,2-(OH)(2), C(23)H(22)O(2), (I)] and 4-(2-meth­oxy­phen­yl)-1,2-di­phenyl­cyclo­pentane-1,2-diol [4-(2-MeOC(6)H(4))-1,2-Ph(2)C(5)H(5)-1,2-(OH)(2), C(24)H(24)O(3), (II)]. Their single crystals have been obtained by crystallization from a THF/hexane solvent mixture. Diols (I) and (II) crystallize in ortho­rhom­bic (Pbca) and triclinic (P [Image: see text]) space groups, respectively, at 150 K. Their asymmetric units comprise one [in the case of (I)] and three [in the case of (II)] crystallographically independent mol­ecules of the achiral (1R,2S,4r)-diol isomer. Each hydroxyl group is involved in one intra­molecular and one inter­molecular O—H⋯O hydrogen bond, forming one-dimensional chains. Compounds (I) and (II) have been used successfully as precatalyst activators for the ring-opening polymerization of ∊-caprolactone.
format Online
Article
Text
id pubmed-6659343
institution National Center for Biotechnology Information
language English
publishDate 2019
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-66593432019-08-07 (1R,2S,4r)-1,2,4-Tri­phenyl­cyclo­pentane-1,2-diol and (1R,2S,4r)-4-(2-meth­oxy­phen­yl)-1,2-di­phenyl­cyclo­pentane-1,2-diol: application as initiators for ring-opening polymerization of ∊-caprolactone Komarov, Pavel D. Minyaev, Mikhail E. Churakov, Andrei V. Roitershtein, Dmitrii M. Nifant’ev, Ilya E. Acta Crystallogr E Crystallogr Commun Research Communications Reductive cyclization of 1,3,5-triphenyl- and 3-(2-meth­oxy­phen­yl)-1,5-di­phenyl­pentane-1,5-diones by zinc in acetic acid medium leads to the formation of 1,2,4-tri­phenyl­cyclo­pentane-1,2-diol [1,2,4-Ph(3)C(5)H(5)-1,2-(OH)(2), C(23)H(22)O(2), (I)] and 4-(2-meth­oxy­phen­yl)-1,2-di­phenyl­cyclo­pentane-1,2-diol [4-(2-MeOC(6)H(4))-1,2-Ph(2)C(5)H(5)-1,2-(OH)(2), C(24)H(24)O(3), (II)]. Their single crystals have been obtained by crystallization from a THF/hexane solvent mixture. Diols (I) and (II) crystallize in ortho­rhom­bic (Pbca) and triclinic (P [Image: see text]) space groups, respectively, at 150 K. Their asymmetric units comprise one [in the case of (I)] and three [in the case of (II)] crystallographically independent mol­ecules of the achiral (1R,2S,4r)-diol isomer. Each hydroxyl group is involved in one intra­molecular and one inter­molecular O—H⋯O hydrogen bond, forming one-dimensional chains. Compounds (I) and (II) have been used successfully as precatalyst activators for the ring-opening polymerization of ∊-caprolactone. International Union of Crystallography 2019-06-21 /pmc/articles/PMC6659343/ /pubmed/31392020 http://dx.doi.org/10.1107/S2056989019008673 Text en © Komarov et al. 2019 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
Komarov, Pavel D.
Minyaev, Mikhail E.
Churakov, Andrei V.
Roitershtein, Dmitrii M.
Nifant’ev, Ilya E.
(1R,2S,4r)-1,2,4-Tri­phenyl­cyclo­pentane-1,2-diol and (1R,2S,4r)-4-(2-meth­oxy­phen­yl)-1,2-di­phenyl­cyclo­pentane-1,2-diol: application as initiators for ring-opening polymerization of ∊-caprolactone
title (1R,2S,4r)-1,2,4-Tri­phenyl­cyclo­pentane-1,2-diol and (1R,2S,4r)-4-(2-meth­oxy­phen­yl)-1,2-di­phenyl­cyclo­pentane-1,2-diol: application as initiators for ring-opening polymerization of ∊-caprolactone
title_full (1R,2S,4r)-1,2,4-Tri­phenyl­cyclo­pentane-1,2-diol and (1R,2S,4r)-4-(2-meth­oxy­phen­yl)-1,2-di­phenyl­cyclo­pentane-1,2-diol: application as initiators for ring-opening polymerization of ∊-caprolactone
title_fullStr (1R,2S,4r)-1,2,4-Tri­phenyl­cyclo­pentane-1,2-diol and (1R,2S,4r)-4-(2-meth­oxy­phen­yl)-1,2-di­phenyl­cyclo­pentane-1,2-diol: application as initiators for ring-opening polymerization of ∊-caprolactone
title_full_unstemmed (1R,2S,4r)-1,2,4-Tri­phenyl­cyclo­pentane-1,2-diol and (1R,2S,4r)-4-(2-meth­oxy­phen­yl)-1,2-di­phenyl­cyclo­pentane-1,2-diol: application as initiators for ring-opening polymerization of ∊-caprolactone
title_short (1R,2S,4r)-1,2,4-Tri­phenyl­cyclo­pentane-1,2-diol and (1R,2S,4r)-4-(2-meth­oxy­phen­yl)-1,2-di­phenyl­cyclo­pentane-1,2-diol: application as initiators for ring-opening polymerization of ∊-caprolactone
title_sort (1r,2s,4r)-1,2,4-tri­phenyl­cyclo­pentane-1,2-diol and (1r,2s,4r)-4-(2-meth­oxy­phen­yl)-1,2-di­phenyl­cyclo­pentane-1,2-diol: application as initiators for ring-opening polymerization of ∊-caprolactone
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6659343/
https://www.ncbi.nlm.nih.gov/pubmed/31392020
http://dx.doi.org/10.1107/S2056989019008673
work_keys_str_mv AT komarovpaveld 1r2s4r124triphenylcyclopentane12dioland1r2s4r42methoxyphenyl12diphenylcyclopentane12diolapplicationasinitiatorsforringopeningpolymerizationofcaprolactone
AT minyaevmikhaile 1r2s4r124triphenylcyclopentane12dioland1r2s4r42methoxyphenyl12diphenylcyclopentane12diolapplicationasinitiatorsforringopeningpolymerizationofcaprolactone
AT churakovandreiv 1r2s4r124triphenylcyclopentane12dioland1r2s4r42methoxyphenyl12diphenylcyclopentane12diolapplicationasinitiatorsforringopeningpolymerizationofcaprolactone
AT roitershteindmitriim 1r2s4r124triphenylcyclopentane12dioland1r2s4r42methoxyphenyl12diphenylcyclopentane12diolapplicationasinitiatorsforringopeningpolymerizationofcaprolactone
AT nifantevilyae 1r2s4r124triphenylcyclopentane12dioland1r2s4r42methoxyphenyl12diphenylcyclopentane12diolapplicationasinitiatorsforringopeningpolymerizationofcaprolactone