Metal Phosphinylides and Phosphinothioylides. I. Formation of Metal Diphenylphosphinylides and Diphenylphosphinothioylides and the Reactions with Some Organic Halides and Aldehydes

Autor:	Renji Okazaki, Masaaki Yoshifuji, Naoki Inamoto, Tateki Emoto, Hideyuki Gomi
Rok vydání:	1974
Předmět:	chemistry.chemical_classification Sulfide Magnesium Inorganic chemistry chemistry.chemical_element General Chemistry Diphenylphosphine oxide Chloride Medicinal chemistry Benzaldehyde chemistry.chemical_compound chemistry medicine Lithium Phosphine medicine.drug Methyl iodide
Zdroj:	Bulletin of the Chemical Society of Japan. 47:2449-2452
ISSN:	1348-0634 0009-2673
DOI:	10.1246/bcsj.47.2449
Popis:	Lithium diphenylphosphinylide or diphenylphosphinothioylide ([Ph2PX]Li; X=O, S), prepared from diphenylphosphine oxide or sulfide and n-butyllithium, reacted with methyl iodide, acetaldehyde and benzaldehyde to give the corresponding phosphine oxides or sulfides in good yields, indicating the formation of C–P bond. Formation of [Ph2PS]MgCl from diphenylphosphinothioyl chloride (1) and magnesium was confirmed by the similar reactions. When 1 was allowed to react with magnesium or sodium for a long time, diphenylphosphides ([Ph2P]M) were produced by desulfurization, together with [Ph2PS]M (M=MgCl, Na). Reaction of 1 with [Ph2PS]M gave tetraphenyldiphosphine disulfide through formation of P-P bond, while diphenylphosphinyl chloride and [Ph2PO]M reacted through formation of P–O bond. The difference has been explained by soft-hard-acid-base concept.
Databáze:	OpenAIRE
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