37170-64-2

Usage

Reaction

Nucleophilic substitution reactions on 15-0076 are so versatile that careful control of the basicity and steric effects of the phosphorus centers are achievable by systematic tuning of the substituents. The reaction of bis(hydrazido)phosphines with transition metal/organometallic precursors have generated a wide spectrum of coordination compounds. Mononuclear chelates of W(O), Mo(O), Pt(II) and Pd(II) can be prepared. The N-N bond demonstrates remarkable thermal and hydrolytic stability.

Upstream product

• 3478-74-8 tris(1,2-dimethylhydrazino)diphosphane 
• 540-73-8 1,2-Dimethylhydrazine 

Downstream Products

• 158015-84-0 ((CH₂CHCH₂C₆H₄O)2PN(CH₃))2 
• 387357-48-4 {2-C₆H₄(OMe)}2PN(Me)N(Me)P(2-C₆H₄(OMe))2 
• 1338211-24-7 bis(di(4-methoxyphenyl)phosphino)-1,2-dimethylhydrazine 
• 256440-09-2 {2-C₆H₄(Me)}2PN(Me)N(Me)P(2-C₆H₄(Me))2 
• 158015-83-9 1,2-bis(diphenoxyphosphino)-1,2-dimethylhydrazine 

Relevant academic research and scientific papers

1,2-Dimethylhydrazinochloro- and -fluorodiphosphines

P(NCH3NCH3)3P and ClP(NCH3NCH3)2PCl react with PCl3 to form Cl2PNCH3NCH3PCl2. The latter compound can also be prepared by hydrazinolysis of PCL3 with HNCH3NCH3H. The corresponding 1,2-dimethylhydrazinofluorodiphosphines can be synthesized from the chloro derivatives by fluorination with SbF3. These compounds form complexes with simple BX3 Lewis acids. Direct reaction with B2H6 yields the bis-borane derivatives of each of these compounds except Cl2PNCH3-NCH3PCl2, which undergoes decomposition. In the case of F2PNCH3NCH3PF2 a mono-borane adduct could also be isolated. In each of the compounds, BH3 addition occurs exclusively at the phosphorus. With BF3 unstable complexes form whose properties are reminiscent of the nitrogen-bonded BF3 complexes of the aminohalophosphines.

Synthesis and antitumour activity of gold (I) and silver (I) complexes of hydrazine-bridged diphosphine ligands

A known synthetic route was used to prepare two known hydrazine-bridged phosphine ligands and four new ligands with variable groups on the hydrazine bridge (methyl and ethyl), as well as positions on the aryl phosphine groups (phenyl, methoxyphenyl, dimethylaminophenyl). A range of gold (I) and silver (I) complexes were synthesized utilizing these phosphine ligands. Both the phosphine-bridged dimetal and cationic bis(diphosphine) metal complexes were isolated. An interesting phenomenon of the spontaneous oxidation of gold (I) to gold(III) (and reduction of gold(IIII) to gold(I)) upon complexation with ((N,N-dimethyl)-4-aminophenyl)dialkylhydrazine ligands is described. Thirteen of the synthesized complexes were subjected to anticancer activity screening against HeLa, Jurkat, A2780, cisplatin-resistant A2780, CoLo 320 DM and MCF7. Most of the complexes were found to inhibit the cancerous cells at low μM concentrations and in some cases nM concentrations. Two of the complexes were tested for their ability to reduce the mitochondrial membrane potential of PBMC cells as a possible mechanism of action of anticancer activity.