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Hydroalkylation of Aryl Alkenes with Organohalides Catalyzed by Molybdenum Oxido Based Lewis Pairs
Author(s) -
Zwettler Niklas,
Dupé Antoine,
Klokić Sumea,
Milinković Angela,
Rodić Dado,
Walg Simon,
Neshchadin Dmytro,
Belaj Ferdinand,
MöschZanetti Nadia C.
Publication year - 2020
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.202000425
Subject(s) - chemistry , aryl , catalysis , medicinal chemistry , lewis acids and bases , molybdenum , organic chemistry , alkyl
Three molybdenum(VI) dioxido complexes [MoO 2 (L) 2 ] bearing Schiff base ligands were reacted with B(C 6 F 5 ) 3 to afford the corresponding adducts [MoO{OB(C 6 F 5 ) 3 }(L) 2 ], which were fully characterized. They exhibit Frustrated Lewis‐Pairs reactivity when reacting with silanes. Especially, the [MoO{OB(C 6 F 5 ) 3 }(L) 2 ] complex with L=2,4‐dimethyl‐6‐((phenylimino)methyl)phenol proved to be active as catalyst for the hydroalkylation of aryl alkenes with organohalides and for the Atom‐Transfer Radical Addition (ATRA) of organohalides to aliphatic alkenes. A series of gem ‐dichloride and gem ‐dibromide compounds with potential for further derivatization were synthesized from simple alkenes and organohalides, like chloroform or bromoform, using low catalyst loading.