Process for functionalizing alkanes

Patent · Thu Dec 31 23:00:00 EST 1987

OSTI ID:866600

Bergman, Robert G ^[1]; Janowicz, Andrew H ^[2]; Periana, Roy A ^[3]

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1. Kensington, CA
2. Wilmington, DE
3. Berkeley, CA

Process for functionalizing saturated hydrocarbons comprising: (a) reacting said saturated hydrocarbons of the formula: R.sub.1 H wherein H represents a hydrogen atom; and R.sub.1 represents a saturated hydrocarbon radical, with a metal complex of the formula: CpRh[P(R.sub.2).sub.3 ]H.sub.2 wherein Cp represents a cyclopentadienyl or alkylcyclopentadienyl radical; Rh represents a rhodium atom; P represents a phosphorus atom; R.sub.2 represents a hydrocarbon radical; H represents a hydrogen atom, in the presence of ultraviolet radiation to form a hydridoalkyl complex of the formula: CpRh[P(R.sub.2).sub.3 ](R.sub.1)H (b) reacting said hydridoalkyl complex with an organic halogenating agent such as a tetrahalomethane or a haloform of the formulas: CX'X''X'''X'''' or CHX'X''X''' wherein X', X'', X'", X"" represent halogens selected from bromine, iodine or chlorine atom, at a temperature in the range of about -60.degree. to -17.degree. C. to form the corresponding haloalkyl complex of step (a) having the formula: CpRhPMe.sub.3 RX; and, (c) reacting said haloalkyl complex formed in (b) with halogen (X.sub.2) at a temperature in the range of about -60.degree. to 25.degree. C. (i.e., ambient) to form a functional haloalkyl compound.

• Research Organization: Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA
• DOE Contract Number: AC03-76SF00098
• Assignee: Chevron Research Company (San Francisco, CA)
• Patent Number(s): US 4746760
• OSTI ID: 866600
• Country of Publication: United States
• Language: English

Related Subjects

-17
-60
/999/204/987/
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ambient
atom
bromine
chlorine
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chx
complex
complex formed
compound
comprising
corresponding
cp
cp represents
cprh
cprhpme
cx
cyclopentadienyl
degree
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formula
formulas
functional
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functionalizing saturated
haloalkyl
haloform
halogen
halogenating
halogens
hydridoalkyl
hydrocarbon
hydrocarbon radical
hydrocarbons
hydrogen
hydrogen atom
iodine
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organic
phosphorus
presence
process
radiation
radical
range
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represent
represents
rhodium
rhodium atom
rx
saturated
saturated hydrocarbon
saturated hydrocarbons
selected
step
temperature
tetrahalomethane
ultraviolet
ultraviolet radiation