3,5-bis(3,5-dimethylphenyl)-cyclo-1,2,4-trithia-3,5-diborolane | 163039-40-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3,5-bis(3,5-dimethylphenyl)-cyclo-1,2,4-trithia-3,5-diborolane
• 英文别名: 3,5-bis(3,5-dimethylphenyl)-1,2,4,3,5-trithiadiborolane
• CAS: 163039-40-5
• 化学式: C₁₆H₁₈B₂S₃
• 分子量: 328.139
• InChiKey: KWNWJEOUKULIPH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.14
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  叔丁基二硫 、 3,5-Me2C6H3BBr2 以 甲苯 为溶剂， 以50%的产率得到3,5-bis(3,5-dimethylphenyl)-cyclo-1,2,4-trithia-3,5-diborolane
  参考文献：
  名称：

  Synthesis and spectroscopic characterization of 3,5-diaryl-cyclo-1,2,4-trithia-3,5-diborolanes, Ar2B2S3 (Ar  Ph, 2-MeC6H4, 3-MeC6H4, 4-MeC6H4, 4-EtC6H4, 3,5-Me2C6H3), and some related chemistry of boron-sulphur heterocyclic species

  摘要：

  The interaction of S-8 with ArBBr2 (Ar = Ph, 4-MeC(6)H(4)) at 140-160 degrees C was reinvestigated and found to give poor yields of 3,5-diaryl-cyclo-1,2,4-trithia-3,5-diborolanes, Ar2B2S3, and larger quantities of oligomeric/polymeric material containing ArBSn species. Reaction of ArBBr2 (Ar = Ph, 2-C6H4, 3-MeC(6)H(4), 4-MeC(6)H(4), 4-EtC(6)H(4), 3,5-Me(2)C(6)H(3)) with (t)Bu(2)S(2) in refluxing toluene gave the thermally-stable, moisture-sensitive Ar2B2S3 compounds in moderate yields. Previously reported (Ar = Ph, 4-MeC(6)H(4)) and new (Ar = 2-MeC(6)H(4), 3-MeC(6)H(4), 4-EtC(6)H(4), 3,5-Me(2)C(6)H(3)) compounds were characterized by NMR (B-11, H-1, C-13), IR and MS. The reaction of ArBBr2 (Ar = Ph, 2-MeC(6)H(4), 3-MeC(6)H(4)) with (Me(3)Si)(2)S in toluene or benzene solution at room temperature rapidly (in minutes) afforded 2,4,6-triaryl-cyclo-1,3,5-trithia-2,4,6-triborinanes (borthiins, Ar3B3S3) and not the expected 2,4-diaryl-cyclo-1,3-dithia-2,4-diboretanes (Ar2B2S2). The BS heterocycles have been modelled by use of semi-empirical (AM1) methods. Lowest energy conformations, heats of formation, and barriers to rotation about the B-C bonds are discussed.

  DOI：

  10.1016/0022-328x(94)05129-y