5,5,12,12-Tetramethyldiacenaphtho<5,6-bc:5',6'-fg>(1,5)distannocin | 144509-30-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5,5,12,12-Tetramethyldiacenaphtho<5,6-bc:5',6'-fg>(1,5)distannocin
• 英文别名: 5,5,12,12-Tetramethyldiacenaphtho(5,6-bc:5',6'-fg)(1,5)distannocin；2,2,13,13-tetramethyl-2,13-distannaheptacyclo[15.5.2.23,6.04,12.05,9.014,23.020,24]hexacosa-1(23),3,5,9,11,14,16,20(24),21,25-decaene
• CAS: 144509-30-8
• 化学式: C₂₈H₂₈Sn₂
• 分子量: 601.95
• InChiKey: HHNFROJEJDUTLT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.15
• 重原子数：
  30.0
• 可旋转键数：
  0.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  5,5,12,12-Tetramethyldiacenaphtho<5,6-bc:5',6'-fg>(1,5)distannocin 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 苯 为溶剂， 反应 51.0h， 生成 Dicyclopenta<1,2,3-cd:1',2',3'-lm>perylene
  参考文献：
  名称：

  Mitchell, Reginald H.; Chaudhary, Mahima; Williams, Richard Vaughan, Canadian Journal of Chemistry, 1992, vol. 70, # 4, p. 1015 - 1021

  摘要：

  DOI：
• 作为产物：
  描述：

  5,6-二溴苊 以26%的产率得到
  参考文献：
  名称：

  Mitchell Reginald H., Chaudhary Mahima, Williams Richard Vaughan, Fyles R+, Can. J. Chem, 70 (1992) N 4, S 1015-1021

  摘要：

  DOI：

文献信息

• Sterically Encumbered Tin and Phosphorus <i>peri-</i>Substituted Acenaphthenes
  作者：Brian A. Chalmers、Kasun S. Athukorala Arachchige、Joanna K. D. Prentis、Fergus R. Knight、Petr Kilian、Alexandra M. Z. Slawin、J. Derek Woollins

  DOI：10.1021/ic5014768

  日期：2014.8.18

  A group of sterically encumbered pen-substituted acenaphthenes have been prepared, containing tin moieties at the 5,6-positions in 1-3 ([Acenap(SnR3)(2)], Acenap = acenaphthene-5,6-diyl; R-3 = Ph-3 (1), Me-3 (2); [(Acenap)(2)(SnMe2)(2)] (3)) and phosphorus functional groups at the proximal pen-positions in 4 and 5 ([Acenap(PR2)(PR2)-((PPr2)-Pr-i) R-2 = Ph-2 (4), Ph(Pr-i) (5)). Bis(stannane) structures 1-3 are dominated by repulsive interactions between the bulky tin groups, leading to pen-distances approaching the sum of van der Waals radii. Conversely, the quasi-linear C-ph-P center dot center dot center dot P three-body fragments found in bis(phosphine) 4 suggest the presence of a Ip(P)-sigma*(P-C) donor-acceptor 3c-4e type interaction, supported by a notably short intramolecular P center dot center dot center dot P distance and notably large J(pp) through-space coupling (180 Hz). Severely strained bis(sulfides) 4-S and 5-S, experiencing pronounced in-plane and out-of-plane displacements of the exocyclic pen-bonds, have also been isolated following treatment of 4 and 5 with sulfur. The resulting nonbonded intramolecular P center dot center dot center dot P distances, similar to 4.05 angstrom and similar to 12% longer than twice the van der Waals radii of P (3.60 angstrom), are among the largest ever reported peri-separations, independent of the heteroatoms involved, and comparable to the distance found in 1 containing the larger Sn atoms (4.07 angstrom). In addition we report two metal complexes with square planar [(4)PtCl2] (4-Pt) and octahedral cis-[(4)Mo(CO)(4)] (4-Mo) geometries. In both complexes the bis(phosphine) backbone is distorted, but notably less so than in bis(sulfide) 4-S. All compounds were fully characterized, and except for bis(phosphine) 5, crystal structures were determined.