A new route to acyclic diaminocarbenes via lithium-halogen exchange.
A lithium-halogen exchange route has been developed to generate acyclic diaminocarbenes (ADC) from chloroamidinium salts. Convenient access to various ADC complexes (B, Rh, Ir, Pd) stems from a one-pot transmetalation protocol. Formation of a carbenoid species is suggested by 1D and 2D NMR studies with a (13)C-labeled chloroamidinium precursor and also by X-ray structures of transition metal-carbene complexes. Rh-ADC complex 4 is an effective catalyst for the 1,2-addition of aryl boronic acids to aryl aldehydes.
Snead
David R
DR
Department of Chemistry, University of Florida, P. O. Box 117200, Gainesville, Florida 32611-7200, USA.
Ghiviriga
Ion
I
Abboud
Khalil A
KA
Hong
Sukwon
S
D000480:Alkynes / Q000138:chemical synthesis*; D002384:Catalysis; D004148:Dioxolanes / Q000138:chemical synthesis*; D006219:Halogens / Q000737:chemistry*; D008094:Lithium / Q000737:chemistry*
D000480:Alkynes; D004148:Dioxolanes; D006219:Halogens; C504703:aminocarbene; D008094:Lithium