C6H3(CH2SPh)2-2,6-Br-1 | 201865-04-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: C6H3(CH2SPh)2-2,6-Br-1
• 英文别名: 2,6-bis[(phenylthio)methyl]-1-bromobenzene；2-bromo-1,3-bis(phenylsulfanylmethyl)benzene
• CAS: 201865-04-5
• 化学式: C₂₀H₁₇BrS₂
• 分子量: 401.391
• InChiKey: URBNQKZKIPGZIC-UHFFFAOYSA-N

物化性质

• 沸点：
  518.0±50.0 °C(Predicted)
• 密度：
  1.41±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.03
• 重原子数：
  23.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  C6H3(CH2SPh)2-2,6-Br-1 在 正丁基锂 、 次氯酸叔丁酯 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 0.5h， 生成 2,6-bis[(phenylthio)methyl]phenyl phenyl telluride Te-oxide
  参考文献：
  名称：

  Crystal Structures and ab Initio Calculations of New Dicationic Telluranes (λ⁴-Tellane), [10−Te−4(C2X2)]²⁺ (X = S, Se):  Positively Charged Hypervalent Bonding Systems

  摘要：

  The reactions of 2,6-bis[(phenylthio- or phenylseleno)methyl]phenyl phenyl telluride or the corresponding Te-oxide, with NOBF4 or trifluoromethanesulfonic anhydride afforded the new telluranes, [10-Te-4(C2X2)](2+.)2Y(-) (lambda(4)-tellane) (X = S or Se, Y = BF4 or CF3SO3). These compounds were characterized by elemental and spectroscopic (FABMS, H-1, C-13, and Te-125 NMR) analyses. X-ray structure determinations revealed that the hypervalent tellurium atoms are at the center of a distorted trigonal bipyramid, with two apical sulfonio or selenonio ligands connected via transannular bonds. The Te-S distances are in the range 2.652-2.706 Angstrom, the Te-Se distances in the range 2.759-2.807 Angstrom, and the X-Te-X bond angles in the range 160.41-163.92 degrees. Ab initio calculations indicate that the positive charges in the dications are exclusively on the three chalcogen atoms that farm three-center, four-electron bonds.

  DOI：

  10.1021/ja972930x
• 作为产物：
  描述：

  2-溴-1,3-双(溴乙基)苯 、 苯硫酚 在 sodium hydroxide 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 以88%的产率得到C6H3(CH2SPh)2-2,6-Br-1
  参考文献：
  名称：

  Crystal Structures and ab Initio Calculations of New Dicationic Telluranes (λ⁴-Tellane), [10−Te−4(C2X2)]²⁺ (X = S, Se):  Positively Charged Hypervalent Bonding Systems

  摘要：

  The reactions of 2,6-bis[(phenylthio- or phenylseleno)methyl]phenyl phenyl telluride or the corresponding Te-oxide, with NOBF4 or trifluoromethanesulfonic anhydride afforded the new telluranes, [10-Te-4(C2X2)](2+.)2Y(-) (lambda(4)-tellane) (X = S or Se, Y = BF4 or CF3SO3). These compounds were characterized by elemental and spectroscopic (FABMS, H-1, C-13, and Te-125 NMR) analyses. X-ray structure determinations revealed that the hypervalent tellurium atoms are at the center of a distorted trigonal bipyramid, with two apical sulfonio or selenonio ligands connected via transannular bonds. The Te-S distances are in the range 2.652-2.706 Angstrom, the Te-Se distances in the range 2.759-2.807 Angstrom, and the X-Te-X bond angles in the range 160.41-163.92 degrees. Ab initio calculations indicate that the positive charges in the dications are exclusively on the three chalcogen atoms that farm three-center, four-electron bonds.

  DOI：

  10.1021/ja972930x

文献信息

• X-Ray and NMR Study of the Structural Features of SCS-Pincer Metal Complexes of the Group 10 Triad
  作者：Cornelis A. Kruithof、Harmen P. Dijkstra、Martin Lutz、Anthony L. Spek、Robertus J. M. Klein Gebbink、Gerard van Koten

  DOI：10.1021/om800324w

  日期：2008.10.13

  SCS-pincer metal complexes [MX(SCS)] (SCS = [2,6-(RSCH2)(2)C6H3](-); R = Ph: (SCS)-S-Ph; R = Me: (SCS)-S-Me; M = Pd, Pt, Ni) have been synthesized via mild and tolerant oxidative addition procedures. The complexes have been characterized by H-1 and C-13 NMR spectroscopy and X-ray crystal structure determination. Interestingly, the crystal structures of [NiBr((SCS)-S-Me)] 4, [PdBr((SCS)-S-Me)] 5, [PtBr((SCS)-S-Me)] 6, and [PtBr((SCS)-S-Ph)] 8 each have a unit cell with a unique set of independent [MBr((SCS)-S-R)] molecules; each of these structures has a different conformation of the five-membered ortho-chelate ring (including the configuration of the coordinated S-center) in the solid state. The temperature-dependent 1H NMR resonance patterns of these complexes in solution were related to structural features encountered in the solid state and allowed us to assign all dynamic processes (rac/meso isomerizations) that occurred in solution.