2,2-Dibutyl-4,5-dicyano-1,3,2-dithiastannol | 20433-73-2

• 分子结构分类: 有机化合物
• 英文名称: 2,2-Dibutyl-4,5-dicyano-1,3,2-dithiastannol
• 英文别名: [di-n-butyltin dicyanoethylene-1,2-dithiolate]；dibutyltin(2+);(Z)-1,2-dicyanoethene-1,2-dithiolate
• CAS: 20433-73-2
• 化学式: C₁₂H₁₈N₂S₂Sn
• 分子量: 373.13
• InChiKey: VCGVHEQQYCOUAG-FGSKAQBVSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  4.77
• 重原子数：
  17.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  47.58
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1,2-双(二苯基膦)乙烷氯化镍 、 2,2-Dibutyl-4,5-dicyano-1,3,2-dithiastannol 以 氯仿 为溶剂， 以67%的产率得到(bis(1,2-diphenylphosphino)ethane)(maleonitriledithiolato)nickel(II)
  参考文献：
  名称：

  Star porphyrazines: peripheral chelation of porphyrazineoctathiolate by diphosphinonickel ions

  摘要：

  We have synthesized new pentametallic macrocyclic complexes based on the polynucleating ligand, porphyrazine-2,3,7,8,12,13,17,18-octathiolate, (pzot)8-. This ligand can be thought of as a porphyrazine (tetraazaporphyrin) bearing four dithiolene moieties peripherally at the beta-pyrrole positions, and we show that a transition-metal ion can be chelated to each of the four peripheral dithiolene moieties. The complexes [(P-P)Ni]4[Ni(pzot)] (2a, P-P = dppe; 2b, P-P = dppy; 2c, P-P = dppb; 2d, P-P = dcpe) have been synthesized and characterized. Complex 2a crystallizes in the orthorhombic space group Cmc2(1) (No. 36) with 4 macrocycles and 16 solvent molecules (N,N-dimethylformamide) in a unit cell of dimensions a = 24.630(5) angstrom, b = 20.607(4) angstrom, c = 30.675(6) angstrom. The [Ni(pzot)]8- ligand in 2a coordinates four Ni(P-P) moieties around its periphery with the two thiolate sulfur atoms of each pyrrole binding a nickel ion in a bidentate (S-S) coordination mode. This is in contrast to the reaction of [Ni(pzot)]8- with SnR2X2, which yielded Ni(pzot)(SnR2)4 (1), where each tin is coordinated in the tridentate (S-N-S) mode, with the thiolate sulfur atoms from two pyrroles and one m-nitrogen atom as ligands from the macrocycle (Velazquez, C. S.; Fox, G. A.; Broderick, W. E.; Andersen, K; Anderson, O. P.; Barrett, A. G. M.; Hoffman, B. M. J. Am. Chem. Soc. 1992, 114, 7416-7424). Comparison of the crystal structures of 1,2a, and aquo(octakis(methylthio)porphyrazinato)magnesium(II) (Mg(omtp)), a structurally unconstrained reference compound with eight peripheral methylthio groups, shows that [Ni(pzot)]8- adjusts to accommodate either the (S-S) or (S-N-S) modes of coordinating the metal ions at the periphery by a swing of the C(beta)-S bond. H-1 and P-31 NMR studies have been used to determine the nature of the coordination of the Ni(P-P) units to the [Ni(pzot)]8- macrocycle in solution. Model compounds were synthesized as structural references to mimic both possible coordination sites of the [Ni(pzot)]8- ligand. The H-1 and P-31 NMR chemical shifts of macrocycles 2a-d and their respective bidentate model complexes clearly indicate that the macrocycle in solution also binds the Ni(P-P) units in a bidentate fashion. The electronic absorption spectra of complexes 2a-d show a red-shift of the absorbance in the Q-band region due to interaction of the porphyrazine pi-system with the four peripheral metal ions.

  DOI：

  10.1021/ja00075a016
• 作为产物：
  描述：

  二丁基二氯化锡 、 disodium cis-1,2-dicyano-1,2-ethylenedithiolate 以 乙醇 为溶剂， 以80%的产率得到2,2-Dibutyl-4,5-dicyano-1,3,2-dithiastannol
  参考文献：
  名称：

  Synthesis and crystal structures of diorganotin dicyanoethylene-1,2-dithiolate compounds and their derivatives with 4,4′-Bipy or Phen

  摘要：

  Six diorganotin(IV) compounds with dicyanoethylene-1,2-dithiolate (mnt) of the type [R2Sn(mnt)ClnL] . Y (when n = 0, L = 0: R = CH3, y = 0, 1; R = n-Bu, Y = 0, 2; R = C6H6, Y = 0.5C(6)H(6), 3; R = CH3, Y = 1,5(4,4'-Bipy), 4; when n = 1, L = 0, R = CH3, Y = 4,4'-Bipy 5; when n = 0, L = Phen, R = CH3, Y = 0, 6; 4,4-Bipy = 4,4'-bipyridyl; Phen = 1,10-phenanthroline) are synthesized by the reaction of diorganotin dichloride and disodium maleonitriledithiolate (Na(2)mnt) in the presence of 4,4'-Bipy or Phen. All the compounds 1-6 are characterized by elemental, IR, H-1 NMR spectroscopy and X-ray crystallography analyses. The X-ray data showed the geometries of all the tin atoms in compounds 1-4 are tetrahedral, and those in 5 and 6 are trigonal bipyramidal and distorted octahedral, respectively. Co-crystallization is found in crystals of compounds 3 and 4. The co-crystallized solvents are benzene and 4,4'-Bipy, respectively. Compound 5 is a stannate with a five-coordinated tin(IV) atom. Compound 6 is a six-coordinated dimethyltin(IV) derivative from mixed ligands of mnt and Phen. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2004.01.019