Process for functionalizing alkanes

Patent · Fri Jan 01 04:00:00 EST 1988

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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alkanes
alkylcyclopentadienyl
ambient
atom
bromine
chlorine
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chx
complex
complex formed
compound
comprising
corresponding
cp
cp represents
cprh
cprhpme
cx
cyclopentadienyl
degree
form
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formula
formulas
functional
functionalizing
functionalizing alkanes
functionalizing saturated
haloalkyl
haloform
halogen
halogenating
halogens
hydridoalkyl
hydrocarbon
hydrocarbon radical
hydrocarbons
hydrogen
hydrogen atom
iodine
metal
metal complex
organic
phosphorus
presence
process
radiation
radical
range
reacting
represent
represents
rhodium
rhodium atom
rx
saturated
saturated hydrocarbon
saturated hydrocarbons
selected
step
temperature
tetrahalomethane
ultraviolet
ultraviolet radiation