Synthesis of cycloalkyldiarylphosophines
AssigneeAlbemarle Corporation
InventorK. Pushpananda A. Senaratne
Life of this patent
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Abstract
Phosphines having two aryl groups and one alkyl-substituted cycloalkyl group bonded to a phosphorus atom are formed by reacting an alkali metal diarylphosphide with a monoalkyl- or polyalkyl-substituted cycloalkyl mesylate or tosylate in which an alkyl group is in the 2-position, in a liquid reaction medium in which these reactants are soluble. This process avoids complications associated with prior known process technology for producing such phosphines. The phosphines are useful as ligands for making noble metal catalysts.
Claims35
A process of forming a tertiary phosphine having two aryl groups and one alkyl-substituted cycloalkyl group, which process comprises reacting an alkali metal diarylphosphide with a monoalkyl- or polyalkyl-substituted cycloalkyl mesylate or tosylate in which an alkyl group is in the 2-position, in a liquid reaction medium in which these reactants are soluble, such that said phosphine is formed.
A process of forming a tertiary phosphine having two aryl groups and one monoalkyl- or polyalkyl-substituted cycloalkyl group, which process comprises:
- a) reacting a monoalkyl- or polyalkyl-substituted cycloalkanol in which an alkyl group is in the 2-position with a mesyl halide or tosyl halide in a liquid reaction medium in which these reactants are soluble, to form a monoalkyl- or polyalkyl-substituted cycloalkyl mesylate or tosylate;
- and
- b) reacting at least a portion of said mesylate or tosylate with an alkali metal diarylphosphide, in a liquid reaction medium in which these reactants are soluble, such that said phosphine is formed.
A process of forming a diaryl cycloalkyl tertiary phosphine having two aryl groups and one monoalkyl- or polyalkyl-substituted cycloalkyl group, which process comprises:
- a) reacting an alkali metal with a triaryl phosphine in a liquid reaction medium in which the triarylphosphine is soluble, to form an alkali metal diarylphosphide;
- b) reacting a monoalkyl- or polyalkyl-substituted cycloalkanol in which an alkyl group is in the 2-position with a mesyl halide or tosyl halide in a liquid reaction medium in which these reactants are soluble, to form a monoalkyl- or polyalkyl-substituted cycloalkyl mesylate or tosylate;
- and
- c) reacting at least a portion of said mesylate or tosylate with at least a portion of said alkali metal diarylphosphide, in a liquid reaction medium in which these reactants are soluble, such that said diaryl cycloalkyl phosphine is formed.
A process of forming a diaryl cycloalkyl tertiary phosphine having two aryl groups and one monoalkyl- or polyalkyl-substituted cycloalkyl group, which process comprises:
- a) reacting an alkali metal with a triaryl phosphine in a liquid reaction medium in which the triarylphosphine is soluble, to form an alkali metal diarylphosphide;
- and
- b) reacting at least a portion of said alkali metal diarylphosphide with a monoalkyl- or polyalkyl-substituted cycloalkyl mesylate or tosylate in which an alkyl group is in the 2-position of the cycloalkyl group, in a liquid reaction medium in which these reactants are soluble, such that said diaryl cycloalkyl phosphine is formed.
Dependencies are inferred from the claim text.