Direct anti-markovnikov addition of acids to alkenes
AssigneeThe University of North Carolina at Chapel Hill
InventorsDavid A. Nicewicz, David S. Hamilton
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Abstract
A method of making an anti-Markovnikov addition product, comprises reacting an acid with an alkene or alkyne in a dual catalyst reaction system to the exclusion of oxygen to produce said anti-Markovnikov addition product; the dual catalyst reaction system comprising a single electron oxidation catalyst in combination with a hydrogen atom donor catalyst. Dual catalyst composition useful for carrying out such methods are also described.
Claims25
A method of making an anti-Markovnikov addition product, comprising:
- reacting an acid with an alkene or alkyne in a dual catalyst reaction system to the exclusion of oxygen to produce said anti-Markovnikov addition product;
- said dual catalyst reaction system comprising a single electron oxidation catalyst in combination with a hydrogen atom donor catalyst;
- wherein said hydrogen atom donor catalyst is a compound of the Formula A-SH, where A is alkyl, aryl, or an electron withdrawing group.
A dual catalyst composition for making an anti-Markovnikov addition product by reacting an acid with an alkene, said dual catalyst composition comprising a single electron oxidation catalyst in combination with a hydrogen atom donor catalyst, wherein said hydrogen atom donor catalyst is a compound of the formula A-SH, where A is alkyl, aryl, or an electron withdrawing group.
The composition of claim 19, wherein said photocatalyst comprises an anthracene, aza-anthracene or polyaza-anthracene nucleus which is unsubstituted, substituted or polysubstituted at any position with halogen, and/or with one or more lower alkyl or cycloalkyl radicals, and/or with other phenyl substituents.
(canceled)
Dependencies are inferred from the claim text.