A Facile Synthesis of Blue Luminescent [7]Helicenocarbazoles Based on Gold-Catalyzed Rearrangement-Iodonium Migration and Suzuki-Miyaura Benzannulation Reactions

Benito Alcaide; Pedro Almendros; Cristina Aragoncillo; Eduardo Busto; Carmen G López-Calixto; Marta Liras; Víctor A de la Peña O'Shea; Alba García-Sánchez; Hannah V Stone

doi:10.1002/chem.201801179

A Facile Synthesis of Blue Luminescent [7]Helicenocarbazoles Based on Gold-Catalyzed Rearrangement-Iodonium Migration and Suzuki-Miyaura Benzannulation Reactions

Chemistry. 2018 May 28;24(30):7620-7625. doi: 10.1002/chem.201801179. Epub 2018 May 4.

Authors

Benito Alcaide¹, Pedro Almendros², Cristina Aragoncillo¹, Eduardo Busto¹, Carmen G López-Calixto³, Marta Liras³, Víctor A de la Peña O'Shea³, Alba García-Sánchez³, Hannah V Stone^{1

4}

Affiliations

¹ Grupo de Lactamas y Heterociclos Bioactivos, Unidad Asociada al CSIC, Departamento de Química Orgánica I, Facultad de Ciencias Químicas, Universidad Complutense de Madrid, E-28040, Madrid, Spain.
² Instituto de Química Orgánica General, IQOG, Consejo Superior de Investigaciones Científicas, CSIC, Juan de la Cierva 3, 28006, Madrid, Spain.
³ Unidad de Procesos Fotoactivados, IMDEA Energía, Parque Tecnológico de Móstoles, Avda. Ramón de la Sagra, 3, 28935, Móstoles, Madrid, Spain.
⁴ Department of Chemistry, Durham University, DH7 3LE, Durham, UK.

PMID: 29572999
DOI: 10.1002/chem.201801179

Abstract

New azahelicenes having interesting photophysical properties have been prepared in a four-step sequence. These [7]helicenocarbazoles are efficient blue luminophores, demonstrating the utility of gold catalysis in the preparation of advanced materials.

Keywords: DFT calculations; alkynes; helicenes; heterocycles; luminescence.