Dicyano methanide

Group IV. C-Donor ligands. Treatment of salts of Pt (Pd, Rh, Ir) with 1-benzoyl -iminopyridinium (L) gives the complexes [PtCl(L - H)L] (see p. 398).103 Dicyano-methanide complexes of Pt (Pd, Rh, Ir) have been prepared, e.g. equation (38) (see p. 398) 101 Tricyanomethanide complexes of Pt have been synthesized by oxidative... 

Potassium dicyano(4-nitrophenyl)methanide (0.225 g, 1.00 mmol) and 1,2,3-triphenylcyclopropenylium tetrafluoroborate (0.354 g, 1.00 mmol) were dissolved in acetone (10 mL) under positive argon pressure. After stirring the resulting solution for 15 min, EtjO (10 mL) was added. Precipitated KBF4 was filtered off, and the filtrate was evaporated and then purified by recrystallization (benzene/hexane) mp 152-154.0°C (dec.). 

Upon UV irradiation of dicyano(pyridinio-5,6 or pyridazinio7)methanide, dicyanocarbene was generated, which then reacted with benzene to give bicyclo[4.1.0]hepta-2,4-diene-7,7-dicarboni-trile (2)5,7 or with (Z)-4-methylpent-2-ene nonstereospecifically to give cis- and trans-2-iso-propyl-3-methylcyclopropane-l,l-dicarbonitrile.6 However, due to competing photoreactions of the ylide, the carbene-transfer reaction is not efficient and the cyclopropanes were ohtained in poor yield only.5... 

The same substrate (54) with tetracyanoethylene oxide (57) gave dicyano (2-phthalazinio)methanide (58) (substrate, AcOEt, synthon in AcOEtJ, drop-wise, <0°C 91%). ... 

Diphenyl-4a-(pyrrolidin-1 -yl)-4a,5,6,7,8,8a-hexahydrophthalazme (144) with tetracyanoethylene oxide gave dicyano (l,4-diphenyl-5,6,7,8-tetrahy-drophthalazin-2-io)methanide (145) [CH2CI2, reflux, 2.5 h 28% note partial... 

Dicyano(phthalazm-l-io)methanide (166) with acetylethylene gave a separable mixture of 1-emfo-acetyl- and l-ev >-acetyl-l, 340b-tetrahydropyrrolo[2,l-a] phthalazine-2,3-dicarbonitrile (167) (MeCN, 20 C, 4h 72% and 23%, respectively), with stilbene gave l,2-diphenylpyrrolo[2,l-a]phthalazine-3-carbonitrile (168) (MeCN, reflux, 24 h 60%), or with 7V-p-methoxyphenylmale-imide gave 9,1 l-dioxo-8a,9,10,l 1,1 la,llb-hexahydro-8/7-pyrrolo[3, 4 3,4]pyr-rolo[2, l-a]phthalazme-8,8-dicarbonitrile (169) (MeCN, 20°C, 24 h 91%)P ... 

---

See also in sourсe #XX -- [ , ]

---