83346-01-4Relevant academic research and scientific papers
Synthesis of a Double-Carbodiphosphorane and its Precursors
Schmidbaur, Hubert,Costa, Thomas
, p. 677 - 679 (2007/10/02)
The reaction of 1,4-dibromobutane with bis(diphenylphosphino)methane (1) yields two products, one of which is identified as butane-1,4-bis (3a).Transylidation of this bis-phosphonium salt using two equivalents of (CH3)3P=CH2 affords the bis-ylide 2 (4) in high yields.This conversion can be reversed on treatment of 4 with etheral HCl (to give 3b).Methylation of 4 with CH3I occurs at phosphorus, however, and produces the bis-semiylide salt (5), 2(2+)2I(-).Transylidation of 5 (again with (CH3)3P=CH2) leads to the bis-carbodiphosphorane (6), 2.All compounds were characterized by elemental and detailed NMR analyses.The second product of the above quaternisation reaction is a cyclic bis-phosphonium salt (2) with a seven-membered ring structure. - Key words: 1,4-Dibromobutane, Transylidation, Carbodiphosphorane, Bis-carbodiphosphorane, Ylides
