Disilyl dithiophosphonates in the synthesis of open chain and cyclic organothiophosphorus compounds

Abstract

O-(Trimethylsiloxy)alkyl S-trimethyl-silyl aryldithiophosphonates 7a-d were obtained by the reaction of 2,4-diaryl-1,3,2,4-dithiadiphosphetane-2,4-disulfides 5a,b with disilyl derivatives of glycols 6a,c and salicyl alcohol 6b. The reactions of mixed O,S-bis(trimethylsilyl) 2, 4-di(3,5-di-tert-butyl-4-hydroxyphenyl)dithiophosphonate 1 and S-silyl aryldithiophosphonates 7a,b with S,S-diethyldithiodiphenylgermane 2, dichlorodiphenylgermane 8a, and dichlorodiphenylstannane 8b were studied. The structure of hexaphenyl-2,4,6,1,3,5-

Synthesis and thermal stability of S‐trimethylsilyl esters of tetracoordinated phosphorus amidothioacids

“…Over the past few years, we have been involved in the development of methods of synthesizing S-silyl esters of tetracoordinated phosphorus thioacids on the basis of tetraphosphorus decasulfide 1 and 1,3,2,4-dithiadiphosphetane-2,4-disulfides [1][2][3][4][5][6][7][8]. Silanes containing only one dialkylamino group have been reported to react with 1 [9] and 2,4-bis(diethylamido)-1,3,2,4-dithiadiphosphetane-2,4-disulfide 10 [4] to give S-silyl diamidodithiophosphates.…”

1,2:5,6-Di-O-Cyclohexylidene-d-Mannitol and Its Bis(Trimethylsilyl) Ether in the Dithiophosphorylation Reactions

“…Consequentially, O,O ‐disilyl ether of d ‐mannitol diketonide may be involved in the dithiophosphorylation reactions to obtain disilyled derivatives of bisdithiophosphonic acids. In general, S ‐trimethylsilyl esters of phosphorus dithioacids are efficient intntermediates for the synthesis of useful organothiophosphorus compounds . So, we prepared O,O ‐bis(trimethylsilyl) ether of 1,2:5,6‐di‐ O ‐cyclohexylidene‐ D ‐mannitol 6 by the treatment of diketonide 2 with trimethyl chlorosilane in the presence of triethylamine in benzene at 60°C for 2 h (Scheme ).…”

DFT Study of the Silyl Esters of Thiophosphorus Acids

“…This thermodynamics explains why thiolo-silyl esters are so difficult to prepare. The chemistry of derivatives of tetracoordinated phosphorus thioacids containing trimethylsilyl groups attached to phosphorus via a sulfur bridge have recently been developed giving rise to interesting intermediates for the synthesis of useful organothiophosphorus derivatives [40][41][42][43].…”