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Title: Hydridomethyl iridium complex

Abstract

A process for functionalizing methane comprising: (a) reacting methane with a hydridoalkyl metal complex of the formula: CpIr[P(R.sub.1).sub.3 ]H(R.sub.2) wherein Cp represents a cyclopentadienyl or alkylcyclopentadienyl radical having from 1 to 5 carbon atoms; Ir represents an iridium atom; P represents a phosphorus atom; R.sub.1 represents an alkyl group; R.sub.2 represents an alkyl group having at least two carbon atoms; and H represents a hydrogen atom, in the presence of a liquid alkane R.sub.3 H having at least three carbon atoms to form a hydridomethyl complex of the formula: CpIr[P(R.sub.1).sub.3 ]HMe where Me represents a methyl radical. (b) reacting said hydridomethyl 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"', and X"" represent halogens selected from bromine, iodine and chlorine, to halomethyl complex of step (a) having the formula: CpIr[P(R.sub.1).sub.3 ]MeX: (c) reacting said halomethyl complex with a mercuric halide of the formula HgX.sub.2 to form a methyl mercuric halide of the formula HgMeX; and (d) reacting said methyl mercuric halide with a molecular halogen of the formula X.sub.2 to form methyl halide.

Inventors:
 [1];  [1];  [1];  [1]
  1. P.O. Box 7141, San Francisco, CA 94120-7141
Issue Date:
Research Org.:
Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA (United States)
OSTI Identifier:
867045
Patent Number(s):
4849534
Assignee:
Bergman, Robert G. (P.O. Box 7141, San Francisco, CA 94120-7141);Buchanan, J. Michael (P.O. Box 7141, San Francisco, CA 94120-7141);Stryker, Jeffrey M. (P.O. Box 7141, San Francisco, CA 94120-7141);Wax, Michael J. (P.O. Box 7141, San Francisco, CA 94120-7141)
Patent Classifications (CPCs):
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:
hydridomethyl; iridium; complex; process; functionalizing; methane; comprising; reacting; hydridoalkyl; metal; formula; cpir; cp; represents; cyclopentadienyl; alkylcyclopentadienyl; radical; carbon; atoms; atom; phosphorus; alkyl; hydrogen; presence; liquid; alkane; form; hme; methyl; organic; halogenating; agent; tetrahalomethane; haloform; formulas; cx; chx; represent; halogens; selected; bromine; iodine; chlorine; halomethyl; step; mex; mercuric; halide; hgx; hgmex; molecular; halogen; carbon atoms; carbon atom; hydrogen atom; metal complex; reacting methane; methane comprising; cp represents; /999/987/

Citation Formats

Bergman, Robert G, Buchanan, J Michael, Stryker, Jeffrey M, and Wax, Michael J. Hydridomethyl iridium complex. United States: N. p., 1989. Web.
Bergman, Robert G, Buchanan, J Michael, Stryker, Jeffrey M, & Wax, Michael J. Hydridomethyl iridium complex. United States.
Bergman, Robert G, Buchanan, J Michael, Stryker, Jeffrey M, and Wax, Michael J. Sun . "Hydridomethyl iridium complex". United States. https://www.osti.gov/servlets/purl/867045.
@article{osti_867045,
title = {Hydridomethyl iridium complex},
author = {Bergman, Robert G and Buchanan, J Michael and Stryker, Jeffrey M and Wax, Michael J},
abstractNote = {A process for functionalizing methane comprising: (a) reacting methane with a hydridoalkyl metal complex of the formula: CpIr[P(R.sub.1).sub.3 ]H(R.sub.2) wherein Cp represents a cyclopentadienyl or alkylcyclopentadienyl radical having from 1 to 5 carbon atoms; Ir represents an iridium atom; P represents a phosphorus atom; R.sub.1 represents an alkyl group; R.sub.2 represents an alkyl group having at least two carbon atoms; and H represents a hydrogen atom, in the presence of a liquid alkane R.sub.3 H having at least three carbon atoms to form a hydridomethyl complex of the formula: CpIr[P(R.sub.1).sub.3 ]HMe where Me represents a methyl radical. (b) reacting said hydridomethyl 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"', and X"" represent halogens selected from bromine, iodine and chlorine, to halomethyl complex of step (a) having the formula: CpIr[P(R.sub.1).sub.3 ]MeX: (c) reacting said halomethyl complex with a mercuric halide of the formula HgX.sub.2 to form a methyl mercuric halide of the formula HgMeX; and (d) reacting said methyl mercuric halide with a molecular halogen of the formula X.sub.2 to form methyl halide.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {Sun Jan 01 00:00:00 EST 1989},
month = {Sun Jan 01 00:00:00 EST 1989}
}