Tuning the Twist by Molecular Design: A New Strategy for Hexabenzocoronene‐Containing Helical Twistacene

In this work, we present an efficient synthetic methodology that allows precise and selective control on the C–C bonds during the Scholl reaction. The first ever described hexabenzocoronene (HBC)-containing helical twistacene NG2 has been obtained with very high yield and practically no need for pur...

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Detalhes bibliográficos
Autores: Mora Fuentes, Juan Pedro, Villar Castro, Daniel, Barbosa de Bessa, J. Francisco, Aranda Ruiz, Daniel, Hampel, Frank, Pérez Meirás, María Dolores, Pérez Ojeda, M. Eugenia, Peña Gil, Diego, Hirsch, Andreas
Tipo de documento: artigo
Data de publicação:2026
País:España
Recursos:Universidad de Santiago de Compostela (USC)
Repositório:Minerva. Repositorio Institucional de la Universidad de Santiago de Compostela
Idioma:inglês
OAI Identifier:oai:dnet:minerva_____::71e2e61fc572ab622653cfa7eb27818e
Acesso em linha:https://hdl.handle.net/10347/46773
Access Level:Acceso aberto
Palavra-chave:Bottom-up approach
Nanographenes
Scholl reaction
Soluble
Twistacenes
Investigación
Descrição
Resumo:In this work, we present an efficient synthetic methodology that allows precise and selective control on the C–C bonds during the Scholl reaction. The first ever described hexabenzocoronene (HBC)-containing helical twistacene NG2 has been obtained with very high yield and practically no need for purification, starting from a helical-twisted hexacene NG1. X-ray analysis reveals an end-to-end twist angle, from approximately 145° in NG1 to 132° in NG2. This approach has provided access to nanographenes (NGs) with improved properties compared to their planar analogues, in particular, enhanced solubility and high stability. In addition, they exhibit interesting redox properties, which, together with their high molar absorbance and optimal energy levels, highlight their potential as new organic semiconductor materials for emerging photovoltaic and electronic technologies.