Pd‐Catalyzed Coupling of Non‐Activated Dibromoarenes to 2,3‐Diaminoarenes: Formation of  N , N ′‐Dihydropyrazines | Zendy

Engelhart Jens U. | Zendy; Lindner Benjamin D. | Zendy; Tverskoy Olena | Zendy; Rominger Frank | Zendy; Bunz Uwe H. F. | Zendy

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Pd‐Catalyzed Coupling of Non‐Activated Dibromoarenes to 2,3‐Diaminoarenes: Formation of N , N ′‐Dihydropyrazines

Author(s) -

Engelhart Jens U.,

Lindner Benjamin D.,

Tverskoy Olena,

Rominger Frank,

Bunz Uwe H. F.

Publication year - 2013

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201303277

Subject(s) - catalysis , product (mathematics) , coupling (piping) , service (business) , chemistry , computer science , combinatorial chemistry , information retrieval , organic chemistry , business , materials science , mathematics , marketing , metallurgy , geometry

Accessible azaacenes : Pd‐catalyzed coupling reactions between aromatic diamines and unactivated aromatic dibromides furnish N , N ′‐dihydrodiazapentacenes, ‐hexacenes, and ‐heptacenes (see scheme; TIPS=triisopropylsilyl). Oxidation of these products led to diazapentacenes and a diazahexacene. The existence of a diazaheptacene intermediate was proven by solving the single‐crystal structure of its (4+4) dimerization product.

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