5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-16-tridecan-7-yl-16-azahexacyclo[12.6.2.12,6.011,21.018,22.010,23]tricosa-1(20),2(23),3,5,7,9,11(21),12,14(22),18-decaene-15,17-dione | 1402921-14-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-16-tridecan-7-yl-16-azahexacyclo[12.6.2.12,6.011,21.018,22.010,23]tricosa-1(20),2(23),3,5,7,9,11(21),12,14(22),18-decaene-15,17-dione
• 英文别名: 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-16-tridecan-7-yl-16-azahexacyclo[12.6.2.12,6.011,21.018,22.010,23]tricosa-1(20),2(23),3,5,7,9,11(21),12,14(22),18-decaene-15,17-dione
• CAS: 1402921-14-5
• 化学式: C₄₁H₄₈BNO₄
• 分子量: 629.647
• InChiKey: MPFPLWPBKUFMNW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.94
• 重原子数：
  47
• 可旋转键数：
  12
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,10-dibromoperylene 、 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-16-tridecan-7-yl-16-azahexacyclo[12.6.2.12,6.011,21.018,22.010,23]tricosa-1(20),2(23),3,5,7,9,11(21),12,14(22),18-decaene-15,17-dione 在 三苯基膦 、 palladium dichloride 作用下， 生成 8,8′-(perylene-3,10-diyl)bis(2-(1-hexylheptyl)-1H-benzo[5,10]anthra[2,1,9-def]isoquinolin-1,3(2H)-dione)
  参考文献：
  名称：

  Sexterrylenetetracarboxylic Bisimides: NIR Dyes

  摘要：

  Sexterrylenehexacarboxylic bisimides, extended peri-arylenes with the alignment of six pen-arranged naphthalene units, were prepared by Suzuki cross coupling and subsequent oxidative ring closure reactions of the perylene units and exhibit NIR absorption at 945 nm. Intermediates are strongly fluorescent with an increased Stokes shift because of dynamic processes.

  DOI：

  10.1021/acs.joc.5b02092
• 作为产物：
  描述：

  2-(1-hexylheptyl)-1H-perylo[3,4-cd]pyridine-1,3(2H)-dione 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 硫酸 、 溴 、 碘 、 potassium acetate 作用下， 以 1,4-二氧六环 为溶剂， 反应 17.0h， 生成 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-16-tridecan-7-yl-16-azahexacyclo[12.6.2.12,6.011,21.018,22.010,23]tricosa-1(20),2(23),3,5,7,9,11(21),12,14(22),18-decaene-15,17-dione
  参考文献：
  名称：

  Controlling UV/vis Absorption and Stokes Shifts in Highly Fluorescent Chromophores by Molecular Dynamics in Targeted Construction of Dyads

  摘要：

  Perylenedicarboximides were interlinked in their free pen-position to form dyads where the UV/vis absorptivity was amplified by exciton effects and the strong fluorescence bathochromically shifted by molecular dynamics. Applications of this type of dye with such increased Stokes shifts were discussed.

  DOI：

  10.1021/jo301417p

文献信息

• Controlling UV/vis Absorption and Stokes Shifts in Highly Fluorescent Chromophores by Molecular Dynamics in Targeted Construction of Dyads
  作者：Heinz Langhals、Alexander Hofer

  DOI：10.1021/jo301417p

  日期：2012.11.2

  Perylenedicarboximides were interlinked in their free pen-position to form dyads where the UV/vis absorptivity was amplified by exciton effects and the strong fluorescence bathochromically shifted by molecular dynamics. Applications of this type of dye with such increased Stokes shifts were discussed.
• Sexterrylenetetracarboxylic Bisimides: NIR Dyes
  作者：Heinz Langhals、Dominik Zgela、Robin Lüling

  DOI：10.1021/acs.joc.5b02092

  日期：2015.12.18

  Sexterrylenehexacarboxylic bisimides, extended peri-arylenes with the alignment of six pen-arranged naphthalene units, were prepared by Suzuki cross coupling and subsequent oxidative ring closure reactions of the perylene units and exhibit NIR absorption at 945 nm. Intermediates are strongly fluorescent with an increased Stokes shift because of dynamic processes.