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Light‐ and Manganese‐Initiated Borylation of Aryl Diazonium Salts: Mechanistic Insight on the Ultrafast Time‐Scale Revealed by Time‐Resolved Spectroscopic Analysis
Author(s) -
Firth James D.,
Hammarback L. Anders,
Burden Thomas J.,
Eastwood Jonathan B.,
Donald James R.,
Horbaczewskyj Chris S.,
McRobie Matthew T.,
Tramaseur Adam,
Clark Ian P.,
Towrie Michael,
Robinson Alan,
Krieger JeanPhilippe,
Lynam Jason M.,
Fairlamb Ian J. S.
Publication year - 2021
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.202004568
Subject(s) - borylation , aryl , chemistry , manganese , cationic polymerization , catalysis , photochemistry , combinatorial chemistry , organic chemistry , alkyl
Manganese‐mediated borylation of aryl/heteroaryl diazonium salts emerges as a general and versatile synthetic methodology for the synthesis of the corresponding boronate esters. The reaction proved an ideal testing ground for delineating the Mn species responsible for the photochemical reaction processes, that is, involving either Mn radical or Mn cationic species, which is dependent on the presence of a suitably strong oxidant. Our findings are important for a plethora of processes employing Mn‐containing carbonyl species as initiators and/or catalysts, which have considerable potential in synthetic applications.