4,4'-Dicyano- versus 4,4'-Difluoro-BODIPYs in Chemoselective Postfunctionalization Reactions: Synthetic Advantages and Applications.


Journal

Organic letters
ISSN: 1523-7052
Titre abrégé: Org Lett
Pays: United States
ID NLM: 100890393

Informations de publication

Date de publication:
21 Apr 2023
Historique:
medline: 8 4 2023
pubmed: 8 4 2023
entrez: 7 4 2023
Statut: ppublish

Résumé

The presence of F or CN substituents at boron in BODIPYs causes a dramatic effect on their reactivity, which allows their chemoselective postfunctionalization. Thus, whereas 1,3,5,7-tetramethyl B(CN)

Identifiants

pubmed: 37026858
doi: 10.1021/acs.orglett.3c00476
pmc: PMC10127263
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

2588-2593

Références

Chem Commun (Camb). 2015 Jul 28;51(59):11745-56
pubmed: 26086688
Chemistry. 2019 Nov 22;25(65):14959-14971
pubmed: 31515840
J Org Chem. 2021 Jul 2;86(13):9181-9188
pubmed: 34156858
Chem Soc Rev. 2015 Jul 21;44(14):4953-72
pubmed: 25801415
J Org Chem. 2009 Oct 2;74(19):7525-8
pubmed: 19722510
Org Lett. 2021 Sep 3;23(17):6801-6806
pubmed: 34403255
J Phys Chem A. 2022 Mar 10;126(9):1530-1541
pubmed: 35230124
Photochem Photobiol Sci. 2009 Jul;8(7):1006-15
pubmed: 19582277
Bioorg Med Chem Lett. 2008 May 15;18(10):3112-6
pubmed: 18037291
Chemistry. 2020 Apr 24;26(24):5388-5399
pubmed: 31999023
Chem Rev. 2007 Nov;107(11):4891-932
pubmed: 17924696
Org Biomol Chem. 2016 Jul 14;14(26):6184-8
pubmed: 27251595
Angew Chem Int Ed Engl. 2008;47(7):1184-201
pubmed: 18092309
Chemistry. 2017 Dec 11;23(69):17511-17520
pubmed: 28853181
ACS Omega. 2018 May 31;3(5):5502-5510
pubmed: 29876538
J Phys Chem Lett. 2022 Sep 1;13(34):7939-7946
pubmed: 35980815
J Org Chem. 2022 Sep 16;87(18):11958-11967
pubmed: 36044674
Chem Commun (Camb). 2021 Dec 23;58(2):298-301
pubmed: 34889325
J Org Chem. 2018 Sep 7;83(17):10186-10196
pubmed: 30112910
Chemistry. 2014 Feb 24;20(9):2646-53
pubmed: 24453119
J Phys Chem A. 2015 Jul 2;119(26):6791-806
pubmed: 26039145
EJNMMI Radiopharm Chem. 2022 Jun 6;7(1):12
pubmed: 35666363
Org Lett. 2008 Aug 7;10(15):3299-302
pubmed: 18588306
J Org Chem. 2015 Jul 17;80(14):6943-50
pubmed: 26035082
Int J Mol Sci. 2022 Dec 29;24(1):
pubmed: 36614009
Org Lett. 2008 Aug 21;10(16):3401-3
pubmed: 18613696

Auteurs

Juan Ventura (J)

Instituto de Química Orgánica General, IQOG-CSIC, Juan de la Cierva 3, 28006 Madrid, Spain.

Clara Uriel (C)

Instituto de Química Orgánica General, IQOG-CSIC, Juan de la Cierva 3, 28006 Madrid, Spain.

Ana M Gómez (AM)

Instituto de Química Orgánica General, IQOG-CSIC, Juan de la Cierva 3, 28006 Madrid, Spain.

Edurne Avellanal-Zaballa (E)

Departamento de Química Física, Universidad del Pais Vasco-EHU, Apartado 644, 48080 Bilbao, Spain.

Jorge Bañuelos (J)

Departamento de Química Física, Universidad del Pais Vasco-EHU, Apartado 644, 48080 Bilbao, Spain.

Esther Rebollar (E)

Departamento de Química-Física de Materiales, Instituto de Química-Física "Rocasolano", CSIC, Serrano 119, 28006 Madrid, Spain.

Inmaculada Garcia-Moreno (I)

Departamento de Química-Física de Materiales, Instituto de Química-Física "Rocasolano", CSIC, Serrano 119, 28006 Madrid, Spain.

J Cristobal López (JC)

Instituto de Química Orgánica General, IQOG-CSIC, Juan de la Cierva 3, 28006 Madrid, Spain.

Classifications MeSH