Process for functionalizing alkanes
Abstract
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.
- Inventors:
-
- Kensington, CA
- Wilmington, DE
- Berkeley, CA
- Issue Date:
- Research Org.:
- Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA (United States)
- OSTI Identifier:
- 865426
- Patent Number(s):
- 4511745
- Assignee:
- United States of America as represented by United States (Washington, DC)
- Patent Classifications (CPCs):
-
C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07C - ACYCLIC OR CARBOCYCLIC COMPOUNDS
C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07F - ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- DOE Contract Number:
- AC03-76SF00098
- Resource Type:
- Patent
- Country of Publication:
- United States
- Language:
- English
- Subject:
- process; functionalizing; alkanes; saturated; hydrocarbons; selectively; terminal; position; comprising; reacting; formula; represents; hydrogen; atom; hydrocarbon; radical; metal; complex; cprhpme; cp; pentamethylated; cyclopentadienyl; rhodium; phosphorous; methyl; presence; ultraviolet; radiation; temperature; maintained; -60; degree; -17; form; hydridoalkyl; haloform; chx; bromine; iodine; chlorine; range; corresponding; haloalkyl; step; rx; formed; halogen; 25; ambient; functional; compound; saturated hydrocarbons; complex formed; ultraviolet radiation; hydrogen atom; metal complex; rhodium atom; chlorine atom; saturated hydrocarbon; hydrocarbon radical; cp represents; functionalizing saturated; functionalizing alkanes; /999/204/987/
Citation Formats
Bergman, Robert G, Janowicz, Andrew H, and Periana-Pillai, Roy A. Process for functionalizing alkanes. United States: N. p., 1985.
Web.
Bergman, Robert G, Janowicz, Andrew H, & Periana-Pillai, Roy A. Process for functionalizing alkanes. United States.
Bergman, Robert G, Janowicz, Andrew H, and Periana-Pillai, Roy A. Tue .
"Process for functionalizing alkanes". United States. https://www.osti.gov/servlets/purl/865426.
@article{osti_865426,
title = {Process for functionalizing alkanes},
author = {Bergman, Robert G and Janowicz, Andrew H and Periana-Pillai, Roy A},
abstractNote = {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.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {1985},
month = {1}
}