Process for functionalizing alkanes
Abstract
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.
- Inventors:
-
- Kensington, CA
- Wilmington, DE
- Berkeley, CA
- Issue Date:
- Research Org.:
- Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA (United States)
- OSTI Identifier:
- 866600
- Patent Number(s):
- 4746760
- Assignee:
- Chevron Research Company (San Francisco, CA)
- 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; comprising; reacting; formula; represents; hydrogen; atom; hydrocarbon; radical; metal; complex; cprh; cp; cyclopentadienyl; alkylcyclopentadienyl; rhodium; phosphorus; presence; ultraviolet; radiation; form; hydridoalkyl; organic; halogenating; agent; tetrahalomethane; haloform; formulas; cx; chx; represent; halogens; selected; bromine; iodine; chlorine; temperature; range; -60; degree; -17; corresponding; haloalkyl; step; cprhpme; 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, Roy A. Process for functionalizing alkanes. United States: N. p., 1988.
Web.
Bergman, Robert G, Janowicz, Andrew H, & Periana, Roy A. Process for functionalizing alkanes. United States.
Bergman, Robert G, Janowicz, Andrew H, and Periana, Roy A. Fri .
"Process for functionalizing alkanes". United States. https://www.osti.gov/servlets/purl/866600.
@article{osti_866600,
title = {Process for functionalizing alkanes},
author = {Bergman, Robert G and Janowicz, Andrew H and Periana, Roy A},
abstractNote = {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.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {Fri Jan 01 00:00:00 EST 1988},
month = {Fri Jan 01 00:00:00 EST 1988}
}