Cargando…

Scalable synthesis of 5,11-diethynylated indeno[1,2-b]fluorene-6,12-diones and exploration of their solid state packing

We report a new synthetic route to 5,11-disubstituted indeno[1,2-b]fluorene-6,12-diones that is amenable to larger scale reactions, allowing for the preparation of gram amounts of material. With this new methodology, we explored the effects on crystal packing morphology for the indeno[1,2-b]fluorene...

Descripción completa

Detalles Bibliográficos
Autores principales: Rose, Bradley D, Santa Maria, Peter J, Fix, Aaron G, Vonnegut, Chris L, Zakharov, Lev N, Parkin, Sean R, Haley, Michael M
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4168888/
https://www.ncbi.nlm.nih.gov/pubmed/25246970
http://dx.doi.org/10.3762/bjoc.10.219
_version_ 1782335638144548864
author Rose, Bradley D
Santa Maria, Peter J
Fix, Aaron G
Vonnegut, Chris L
Zakharov, Lev N
Parkin, Sean R
Haley, Michael M
author_facet Rose, Bradley D
Santa Maria, Peter J
Fix, Aaron G
Vonnegut, Chris L
Zakharov, Lev N
Parkin, Sean R
Haley, Michael M
author_sort Rose, Bradley D
collection PubMed
description We report a new synthetic route to 5,11-disubstituted indeno[1,2-b]fluorene-6,12-diones that is amenable to larger scale reactions, allowing for the preparation of gram amounts of material. With this new methodology, we explored the effects on crystal packing morphology for the indeno[1,2-b]fluorene-6,12-diones by varying the substituents on the silylethynyl groups.
format Online
Article
Text
id pubmed-4168888
institution National Center for Biotechnology Information
language English
publishDate 2014
publisher Beilstein-Institut
record_format MEDLINE/PubMed
spelling pubmed-41688882014-09-22 Scalable synthesis of 5,11-diethynylated indeno[1,2-b]fluorene-6,12-diones and exploration of their solid state packing Rose, Bradley D Santa Maria, Peter J Fix, Aaron G Vonnegut, Chris L Zakharov, Lev N Parkin, Sean R Haley, Michael M Beilstein J Org Chem Full Research Paper We report a new synthetic route to 5,11-disubstituted indeno[1,2-b]fluorene-6,12-diones that is amenable to larger scale reactions, allowing for the preparation of gram amounts of material. With this new methodology, we explored the effects on crystal packing morphology for the indeno[1,2-b]fluorene-6,12-diones by varying the substituents on the silylethynyl groups. Beilstein-Institut 2014-09-05 /pmc/articles/PMC4168888/ /pubmed/25246970 http://dx.doi.org/10.3762/bjoc.10.219 Text en Copyright © 2014, Rose et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Rose, Bradley D
Santa Maria, Peter J
Fix, Aaron G
Vonnegut, Chris L
Zakharov, Lev N
Parkin, Sean R
Haley, Michael M
Scalable synthesis of 5,11-diethynylated indeno[1,2-b]fluorene-6,12-diones and exploration of their solid state packing
title Scalable synthesis of 5,11-diethynylated indeno[1,2-b]fluorene-6,12-diones and exploration of their solid state packing
title_full Scalable synthesis of 5,11-diethynylated indeno[1,2-b]fluorene-6,12-diones and exploration of their solid state packing
title_fullStr Scalable synthesis of 5,11-diethynylated indeno[1,2-b]fluorene-6,12-diones and exploration of their solid state packing
title_full_unstemmed Scalable synthesis of 5,11-diethynylated indeno[1,2-b]fluorene-6,12-diones and exploration of their solid state packing
title_short Scalable synthesis of 5,11-diethynylated indeno[1,2-b]fluorene-6,12-diones and exploration of their solid state packing
title_sort scalable synthesis of 5,11-diethynylated indeno[1,2-b]fluorene-6,12-diones and exploration of their solid state packing
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4168888/
https://www.ncbi.nlm.nih.gov/pubmed/25246970
http://dx.doi.org/10.3762/bjoc.10.219
work_keys_str_mv AT rosebradleyd scalablesynthesisof511diethynylatedindeno12bfluorene612dionesandexplorationoftheirsolidstatepacking
AT santamariapeterj scalablesynthesisof511diethynylatedindeno12bfluorene612dionesandexplorationoftheirsolidstatepacking
AT fixaarong scalablesynthesisof511diethynylatedindeno12bfluorene612dionesandexplorationoftheirsolidstatepacking
AT vonnegutchrisl scalablesynthesisof511diethynylatedindeno12bfluorene612dionesandexplorationoftheirsolidstatepacking
AT zakharovlevn scalablesynthesisof511diethynylatedindeno12bfluorene612dionesandexplorationoftheirsolidstatepacking
AT parkinseanr scalablesynthesisof511diethynylatedindeno12bfluorene612dionesandexplorationoftheirsolidstatepacking
AT haleymichaelm scalablesynthesisof511diethynylatedindeno12bfluorene612dionesandexplorationoftheirsolidstatepacking