Bis(2,3,4,5,6-pentafluorophenyl)-(phenylsulfanylmethyl)borane | 1311031-15-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: Bis(2,3,4,5,6-pentafluorophenyl)-(phenylsulfanylmethyl)borane
• 英文别名: bis(2,3,4,5,6-pentafluorophenyl)-(phenylsulfanylmethyl)borane
• CAS: 1311031-15-8
• 化学式: C₁₉H₇BF₁₀S
• 分子量: 468.126
• InChiKey: JOHRDJPNFWKVQB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.02
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  三乙基氧膦 、 Bis(2,3,4,5,6-pentafluorophenyl)-(phenylsulfanylmethyl)borane 以 甲苯 为溶剂， 以87%的产率得到
  参考文献：
  名称：

  The Thioether–Methyleneborane (PhSCH₂B(C₆F₅)₂)₂: Synthesis and Reactivity with Donors and Alkynes

  摘要：

  2-Bromothioanisole, or thioanisole, was lithiated and subsequently reacted with ClB(C6F5)(2) to yield a new compound with the empirical formulation PhSCH2B(C6F5)(2), 1. NMR data at low temperature as well as X-ray crystallographic data confirmed this species to be the dimer (PhSCH2B(C6F5)(2))(2), although an equilibrium governs the interconversion of monomer to dimer at room temperature. Compound 1 reacts with PtBu3 or OPEt3 to form adducts PhSCH2B(C6F5)(2)(L) (L = PtBu3 2, OPEt3 3) in 85% and 87% yield, respectively. Compound 1 also reacts with alkynes, namely, PhCCH, C4H9CCH, PhCCC4H9, C2H5CCC2H5, and PhCCPh, to give the species (PhSCH2B(C6F5)(2))(R'C=CR) (R = H, R' = Ph 4, C4H9 5, R = Ph, R' = C4H9 6, R = R' = C2H5 7, Ph 8) in yields in the range 70-92%. X-ray crystallographic analysis of 8 confirmed the five-membered zwitterionic heterocyclic formulation.

  DOI：

  10.1021/om200336t
• 作为产物：
  描述：

  2-溴茴香硫醚 、 氯[二(五氟苯基)]硼烷 在 n-BuLi 作用下， 以 乙醚 为溶剂， 以32%的产率得到Bis(2,3,4,5,6-pentafluorophenyl)-(phenylsulfanylmethyl)borane
  参考文献：
  名称：

  The Thioether–Methyleneborane (PhSCH₂B(C₆F₅)₂)₂: Synthesis and Reactivity with Donors and Alkynes

  摘要：

  2-Bromothioanisole, or thioanisole, was lithiated and subsequently reacted with ClB(C6F5)(2) to yield a new compound with the empirical formulation PhSCH2B(C6F5)(2), 1. NMR data at low temperature as well as X-ray crystallographic data confirmed this species to be the dimer (PhSCH2B(C6F5)(2))(2), although an equilibrium governs the interconversion of monomer to dimer at room temperature. Compound 1 reacts with PtBu3 or OPEt3 to form adducts PhSCH2B(C6F5)(2)(L) (L = PtBu3 2, OPEt3 3) in 85% and 87% yield, respectively. Compound 1 also reacts with alkynes, namely, PhCCH, C4H9CCH, PhCCC4H9, C2H5CCC2H5, and PhCCPh, to give the species (PhSCH2B(C6F5)(2))(R'C=CR) (R = H, R' = Ph 4, C4H9 5, R = Ph, R' = C4H9 6, R = R' = C2H5 7, Ph 8) in yields in the range 70-92%. X-ray crystallographic analysis of 8 confirmed the five-membered zwitterionic heterocyclic formulation.

  DOI：

  10.1021/om200336t

文献信息

• The Thioether–Methyleneborane (PhSCH₂B(C₆F₅)₂)₂: Synthesis and Reactivity with Donors and Alkynes
  作者：Cheryl A. Tanur、Douglas W. Stephan

  DOI：10.1021/om200336t

  日期：2011.7.11

  2-Bromothioanisole, or thioanisole, was lithiated and subsequently reacted with ClB(C6F5)(2) to yield a new compound with the empirical formulation PhSCH2B(C6F5)(2), 1. NMR data at low temperature as well as X-ray crystallographic data confirmed this species to be the dimer (PhSCH2B(C6F5)(2))(2), although an equilibrium governs the interconversion of monomer to dimer at room temperature. Compound 1 reacts with PtBu3 or OPEt3 to form adducts PhSCH2B(C6F5)(2)(L) (L = PtBu3 2, OPEt3 3) in 85% and 87% yield, respectively. Compound 1 also reacts with alkynes, namely, PhCCH, C4H9CCH, PhCCC4H9, C2H5CCC2H5, and PhCCPh, to give the species (PhSCH2B(C6F5)(2))(R'C=CR) (R = H, R' = Ph 4, C4H9 5, R = Ph, R' = C4H9 6, R = R' = C2H5 7, Ph 8) in yields in the range 70-92%. X-ray crystallographic analysis of 8 confirmed the five-membered zwitterionic heterocyclic formulation.