Electrochemical B−H Nitrogenation: Access to Amino Acid and BODIPY‐Labeled nido‐Carboranes

Electrocatalyzed oxidative B−H nitrogenations of nido‐carborane (nido‐7,8‐C(2)B(9)H(12) (−)) with N‐heterocycles have been established, enabling the preparation of various N‐substituted nido‐carboranes without chemical oxidants or metal catalyst under ambient conditions. The electrolysis manifold oc...

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Detalles Bibliográficos
Autores principales: Yang, Long, Bongsuiru Jei, Becky, Scheremetjew, Alexej, Kuniyil, Rositha, Ackermann, Lutz
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2020
Materias:
Research Articles
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7839532/
https://www.ncbi.nlm.nih.gov/pubmed/32991021
http://dx.doi.org/10.1002/anie.202012105
Descripción
Sumario:Electrocatalyzed oxidative B−H nitrogenations of nido‐carborane (nido‐7,8‐C(2)B(9)H(12) (−)) with N‐heterocycles have been established, enabling the preparation of various N‐substituted nido‐carboranes without chemical oxidants or metal catalyst under ambient conditions. The electrolysis manifold occurred with high levels of efficiency as well as chemo‐ and position‐ selectivity, employing sustainable electricity as the sole oxidant. The strategy set the stage for a user‐friendly access to novel amino acid and fluorogenic boron‐dipyrrin (BODIPY)‐labeled nido‐carborane hybrids.

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