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Title: 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:
 [1];  [2];  [3]
  1. (Kensington, CA)
  2. (Wilmington, DE)
  3. (Berkeley, CA)
Issue Date:
Research Org.:
Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA
OSTI Identifier:
865426
Patent Number(s):
4511745
Assignee:
United States of America as represented by United States (Washington, DC) LBNL
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}
}

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