Markovnikov versus anti-Markovnikov Hydrophosphination: Divergent Reactivity Using an Iron(II) ß-Diketiminate Pre-Catalyst.
Chemistry
; 23(38): 9039-9043, 2017 Jul 06.
Article
em En
| MEDLINE
| ID: mdl-28544315
ABSTRACT
The ability to tune between different regioselectivities using a common pre-catalyst is an unusual yet highly desirable process. Here, we report the use of an iron(II) pre-catalyst that can be used to synthesize vinyl phosphines in a Markovnikov-selective manner in benzene, whereas a simple change to dichloromethane as the reaction solvent leads to the Z-selective anti-Markovnikov product. Preliminary mechanistic studies are reported that suggest Markovnikov selectivity is a radical-mediated process, whereas the anti-Markovnikov selectivity is not radical in nature but is due to a change in oxidation state.
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MEDLINE
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2017
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Article