1-(SC6H5)-2-(SC6H5)-1.2-C2B10H10 | 12086-37-2

• 英文名称: 1-(SC6H5)-2-(SC6H5)-1.2-C2B10H10
• 英文别名: closo 1,2-(SPh)2-1,2-C2B10H10
• CAS: 12086-37-2
• 化学式: C₁₄H₂₀B₁₀S₂
• 分子量: 360.555
• InChiKey: VMQSQPJOOJMLFZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  1-(SC6H5)-2-(SC6H5)-1.2-C2B10H10 、 双氧水 以 溶剂黄146 为溶剂， 以0%的产率得到1-(S(O)C6H5)-2-(S(O)C6H5)-1.2-C2B10H10
  参考文献：
  名称：

  Icosahedral carboranes. XVII. Carboranyl sulfoxides and sulfones

  摘要：

  DOI：

  10.1021/ic50104a064
• 作为产物：
  描述：

  1,2-dicarba-closo-dodecaborane(12) 、 二苯二硫醚 在 n-C₄H₉Li 作用下， 以 乙醚 为溶剂， 以76%的产率得到1-(SC6H5)-2-(SC6H5)-1.2-C2B10H10
  参考文献：
  名称：

  Modulation of the CC distance in disubstituted l,2-R2-o-carboranes. Crystal structure of closo l,2-(SPh)2-l,2-C2B10H10

  摘要：

  1,2-C-c-substituted o-carboranes, where C-c represents the cluster carbon atoms, display a range of experimental/computed C-c...C-c distances from 1.629/1.624 Angstrom for the unsubstituted parent compound 1,2-C2B10H12 (1) to 1.798/1.818 Angstrom for 1,2-(SPh)(2)-1,2-C2B10H10 (5)1 or 1.858(5)/1.826(5) for 1,2-mu-SCH2(CH2OCH2)(2)CH2S-1,2-C2B2H10 (7). Different C-c...C-c distances can be achieved by modifying the substituents on the carbon of the cluster compound. The crystal structure of a new disubstituted o-carborane 1,2(SPh)2-1,2-C2B10H10 (5) was elucidated by single crystal X-ray diffraction. Purely alkyl substituents alter the C-c...C-c distance of the parent compound very little, which implies that steric effects, although relevant, are not the major cause of the lengthening. In contrast, substituents with tone pairs alter the C-c...C-c distance substantially. Our calculations suggest that the cause of the elongation is the transfer of electron density from the available lone pairs on the substituents to the Psi* low-lying virtual orbitals mainly distributed around C-c, producing a decrease in the C-c...C-c bond order and, thereby, an increase in the C-c...C-c distance. A Bader analysis shows that the electron density at the bond-critical point, which is found at the mid-point of the C-c...C-c distance, decreases considerably with the presence of lone pairs of the sulfur atoms bound to the Cc atoms of the carborane cage. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(02)01637-6

文献信息

• C−C Plasticity in Boron Chemistry:  Modulation of the C_c···C_c Distance in Mixed Pyrrolyl/Dicarbollide Complexes
  作者：Jordi Llop、Clara Viñas、Francesc Teixidor、Lluís Victori、Raikko Kivekäs、Reijo Sillanpää

  DOI：10.1021/om010511+

  日期：2001.9.1

  The single, double, and triple bond distances are well defined in conventional organic compounds. Cluster boron chemistry, in particular the o-carboranes, provides the possibility to modulate the C−C distance in an almost continuous way within the same family of compounds. As an example, mixed pyrrolyl/dicarbollide sandwich cobalt complexes derived from closo-[3-Co(η5-NC4H4)-1,2-C2B9H11] (1) display

  在传统的有机化合物中，单键，双键和三键的距离已明确定义。簇硼化学，特别是邻-碳硼烷，提供了在同一族化合物内以几乎连续的方式调节C-C距离的可能性。作为一个例子，混合吡咯/ dicarbollide夹心钴络合物衍生自闭合碳- [3 -钴（η 5 -NC 4 H ^ 4）-1,2--C 2乙9 ħ 11 ]（1）显示一个连续范围C的Ç ...ç ç为1.640（7）的母体化合物和1.919（6）之间的距离closo- [3 -钴（η 5-NC 4 H 4）-1,2- （SCH 3）2 -1,2-C 2 B 9 H 9 ]（5）。在此，C c表示簇碳原子。仅通过修饰簇状化合物的碳上的取代基即可实现C c ··C c调制。通过适当的closo簇，例如1,2-（SCH 3）2 -1,2-C 2 B 10 H 10与K [NC 4 H 4的悬浮液]反应，合成了所研究的配合物。]和无水CoCl 2。这些新化合物是closo-
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: B: B-Verb.12, 4.8.1, page 41 - 53
  作者：

  DOI：——

  日期：——
• A New Series of Organoboranes. IX. The Preparation and Some Reactions of Sulfur-Carborane Derivatives
  作者：H. D. Smith、C. O. Obenland、S. Papetti

  DOI：10.1021/ic50040a014

  日期：1966.6