Benzylic amines are synthesized in yield up to 90% by the Ru(TPP)CO-catalyzed amination of both exocyclic and endocyclic benzylic C-H bonds. The choice of arylazides as nitrogen sources confers to the methodology a good sustainability due to the formation of molecular nitrogen as the only stoichiometric by-product. A preliminary mechanistic investigation evidenced a critical role of the hydrocarbon concentration to drive the chemoselectivity of the reaction.
Ruthenium porphyrins-catalyzed atom-efficient amination of C-H bonds by arylazides / D. Intrieri, A. Caselli, F. Ragaini, S. Cenini, E. Gallo. - In: JOURNAL OF PORPHYRINS AND PHTHALOCYANINES. - ISSN 1088-4246. - 14:8(2010 Aug), pp. 732-740. [10.1142/S1088424610002501]
Ruthenium porphyrins-catalyzed atom-efficient amination of C-H bonds by arylazides
D. IntrieriPrimo
;A. CaselliSecondo
;F. Ragaini;S. CeniniPenultimo
;E. GalloUltimo
2010
Abstract
Benzylic amines are synthesized in yield up to 90% by the Ru(TPP)CO-catalyzed amination of both exocyclic and endocyclic benzylic C-H bonds. The choice of arylazides as nitrogen sources confers to the methodology a good sustainability due to the formation of molecular nitrogen as the only stoichiometric by-product. A preliminary mechanistic investigation evidenced a critical role of the hydrocarbon concentration to drive the chemoselectivity of the reaction.
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