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...
Autores principales: | , , , , |
---|---|
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 |