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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: C /SUB p/ RhPMe/sub 3/H/sub 2/ where: C /SUB p/ 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/sup 0/ to -17/sup 0/ C. to form a hydridoalkyl complex of the formula: C /SUB p/ RhPMe/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/sup 0/ to -17/sup 0/ C. to form the corresponding haloalkyl complex of step (a) having the formula: C /SUB p/ RhMe/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/sup 0/ to 25/sup 0/ C. (i.e. ambient) to form a functional haloalkyl compound.

Inventors:
; ;
Publication Date:
OSTI Identifier:
5288055
Patent Number(s):
US 4511745
Assignee:
The United States of America as represented by the United States Department of Energy
Resource Type:
Patent
Resource Relation:
Patent File Date: Filed date 12 Jun 1984; Other Information: PAT-APPL-619886
Country of Publication:
United States
Language:
English
Subject:
02 PETROLEUM; ALKANES; ACTIVATION ENERGY; PROCESSING; CHEMICAL REACTIONS; DIENES; HALOGENS; HYDROGEN; PHOSPHORUS; RHODIUM; ELEMENTS; ENERGY; HYDROCARBONS; METALS; NONMETALS; ORGANIC COMPOUNDS; PLATINUM METALS; POLYENES; TRANSITION ELEMENTS; 020400* - Petroleum- Processing

Citation Formats

Bergman, R G, Janowicz, A H, and Periana-Pillai, R A. Process for functionalizing alkanes. United States: N. p., 1985. Web.
Bergman, R G, Janowicz, A H, & Periana-Pillai, R A. Process for functionalizing alkanes. United States.
Bergman, R G, Janowicz, A H, and Periana-Pillai, R A. 1985. "Process for functionalizing alkanes". United States.
@article{osti_5288055,
title = {Process for functionalizing alkanes},
author = {Bergman, R G and Janowicz, A H and Periana-Pillai, R 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: C /SUB p/ RhPMe/sub 3/H/sub 2/ where: C /SUB p/ 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/sup 0/ to -17/sup 0/ C. to form a hydridoalkyl complex of the formula: C /SUB p/ RhPMe/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/sup 0/ to -17/sup 0/ C. to form the corresponding haloalkyl complex of step (a) having the formula: C /SUB p/ RhMe/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/sup 0/ to 25/sup 0/ C. (i.e. ambient) to form a functional haloalkyl compound.},
doi = {},
url = {https://www.osti.gov/biblio/5288055}, journal = {},
number = ,
volume = ,
place = {United States},
year = {Tue Apr 16 00:00:00 EST 1985},
month = {Tue Apr 16 00:00:00 EST 1985}
}