Dimanganese decacarbonyl

Author(s):  
Tse-Lok Ho ◽  
Mary Fieser ◽  
Louis Fieser
ChemInform ◽  
2010 ◽  
Vol 23 (25) ◽  
pp. no-no
Author(s):  
R. J. KLINGLER ◽  
J. W. RATHKE

1984 ◽  
Vol 15 (1) ◽  
Author(s):  
H. YESAKA ◽  
T. KOBAYASHI ◽  
K. YASUFUKU ◽  
S. NAGAKURA

1999 ◽  
Vol 29 (15) ◽  
pp. 2711-2718 ◽  
Author(s):  
Bruce C. Gilbert ◽  
Chris I. Lindsay ◽  
P. Terry McGrail ◽  
Andrew F. Parsons ◽  
David T. E. Whittaker

Author(s):  
Tse-Lok Ho ◽  
Mary Fieser ◽  
Louis Fieser

Science ◽  
2018 ◽  
Vol 362 (6411) ◽  
pp. 225-229 ◽  
Author(s):  
Lu Wang ◽  
Jeremy M. Lear ◽  
Sean M. Rafferty ◽  
Stacy C. Fosu ◽  
David A. Nagib

Single-electron reduction of a carbonyl to a ketyl enables access to a polarity-reversed platform of reactivity for this cornerstone functional group. However, the synthetic utility of the ketyl radical is hindered by the strong reductants necessary for its generation, which also limit its reactivity to net reductive mechanisms. We report a strategy for net redox-neutral generation and reaction of ketyl radicals. The in situ conversion of aldehydes to α-acetoxy iodides lowers their reduction potential by more than 1 volt, allowing for milder access to the corresponding ketyl radicals and an oxidative termination event. Upon subjecting these iodides to a dimanganese decacarbonyl precatalyst and visible light irradiation, an atom transfer radical addition (ATRA) mechanism affords a broad scope of vinyl iodide products with highZ-selectivity.


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