Reactions of Tris(2,6-dimethoxyphenyl)phosphine with Epoxides

Article abstract of DOI:10.1039/P19870000151

Treatment of tris(2,6-dimethoxyphenyl)phosphine with a variety of epoxides in alcohol at room temperature readily gave the <(2,6)3P-CH2CR¹R²OH>(1+) species, which were isolated and characterized as the perchlorate salts.Thermolysis of these salts in the presence of the epoxide anion gave the <(2,6)3P-Me>(1+) salt and ketone R¹R²CO 1R²=Me,Me; Me,Ph; Ph,Ph(CH2CH2)2CHBu^t>, the <(2,6)3PCH2CHR¹OR>(1+) salt (R¹R²=Me,H; H,H>, the <(2,6)3P-CH2CH=CMeH>(1+) salt (R¹R²=Et,H), or the <(2,6)3P-CH=CPhH>(1+) salt (R¹R²=Ph,H), depending on the substituent of the starting epoxide; however, no phosphorus-carbon bond cleavage product was obtained.In isopropyl alcohol, demethylenation of 2-methyl-1,2-epoxypropane occurred even at room temperature.

Full text of DOI:10.1039/P19870000151

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