Process for functionalizing alkanes

Patent · Mon Dec 31 23:00:00 EST 1984

OSTI ID:865426

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

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

Process for functionalizing saturated hydrocarbons selectively in the terminal position comprising: (a) reacting said saturated hydrocarbons of the formula: RH where: H represents a hydrogen atom, and R represents a saturated hydrocarbon radical, with a metal complex of the formula: CpRhPMe.sub.3 H.sub.2 where: Cp represents a pentamethylated cyclopentadienyl radical, Rh represents a rhodium atom, P represents a phosphorous atom, Me represents a methyl group, H represents a hydrogen atom, in the presence of ultraviolet radiation at a temperature maintained at about -60.degree. to -17.degree. C. to form a hydridoalkyl complex of the formula: CpRhPMe.sub.3 RH (b) reacting said hydridoalkyl complex with a haloform of the formula: CHX.sub.3 where: X represents a 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: United States of America as represented by United States (Washington, DC)
• Patent Number(s): US 4511745
• OSTI ID: 865426
• Country of Publication: United States
• Language: English

Related Subjects

-17
-60
/999/204/987/
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alkanes
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bromine
chlorine
chlorine atom
chx
complex
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compound
comprising
corresponding
cp
cp represents
cprhpme
cyclopentadienyl
degree
form
formed
formula
functional
functionalizing
functionalizing alkanes
functionalizing saturated
haloalkyl
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hydrogen
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iodine
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metal
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methyl
pentamethylated
phosphorous
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radiation
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range
reacting
represents
rhodium
rhodium atom
rx
saturated
saturated hydrocarbon
saturated hydrocarbons
selectively
step
temperature
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ultraviolet
ultraviolet radiation