Inventors:
Vitalij K Pecharsky - Ames IA, US
Viktor P Balema - Ames IA, US
Jerzy W Wiench - Ames IA, US
Marek Pruski - Ames IA, US
Assignee:
Iowa State University Research Foundation, Inc. - Ames IA
International Classification:
C07C 1/207
C07C 2/86
US Classification:
585503, 568 8, 568 9, 560 55, 585600
Abstract:
The present invention provides a method of preparing a phosphonium salt of the formula [RRRP—CRRR]X, comprising ball-milling a phosphine of the formula RRRP with a compound of the formula XCRRR; a method of preparing a phosphorus ylide of the formula RRRP═CRR, comprising ball-milling a phosphonium salt of the formula [RRRP—HCRR]X in the presence of a base; and a method of preparing an olefin of the formula RRC═CRH or RRC═CRR, comprising ball-milling a phosphorus ylide of the formula RRRP═CRRwith a compound of the formula RC(O)H or RC(O)R. The inventive method produces phosphonium salts and phosphorus ylides by mechanical processing solid reagents under solvent-free conditions. The advantages of the present invention over conventional solution methods, include: (1) extremely high selectivity; (2) high yields; (3) low processing temperatures; (4) simple and scalable reactions using commercially available equipment; and (5) the complete elimination of solvents from the reaction.