(4-((diphenylmethylene)amino)-3,5-diisopropylphenyl)boronic acid | 849438-98-8

• 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: (4-((diphenylmethylene)amino)-3,5-diisopropylphenyl)boronic acid
• 英文别名: (4-((Diphenylmethylene)amino)-3,5-diisopropylphenyl)boronic acid；[4-(benzhydrylideneamino)-3,5-di(propan-2-yl)phenyl]boronic acid
• CAS: 849438-98-8
• 化学式: C₂₅H₂₈BNO₂
• 分子量: 385.314
• InChiKey: CJVCDLYTSMZEQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.78
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  52.8
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4-((diphenylmethylene)amino)-3,5-diisopropylphenyl)boronic acid 在 盐酸 、 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 四氢呋喃 、 乙二醇二甲醚 、 水 为溶剂， 反应 60.0h， 生成
  参考文献：
  名称：

  亚胺键合单晶沸石状磷酸锌骨架的[4 + 2]缩合策略

  摘要：

  具有四个甲酰基的双4环磷酸锌（D4R），[Zn（dipp）（4-Py-CHO）] 4（2）（dipp = diiminopyridine）已被用作构建（SBU）的结构单元一类新的与亚胺连接的[4 + 2] COF样多晶磷酸锌骨架的合成。的反应2与[Zn组成的系列的多晶框架的形成线性的芳族二胺的结果4（DIPP）4（大号）2 ] Ñ（3 - 6（）大号=大号1至大号4，是由4-吡啶甲醛与二胺缩合形成的二亚胺。采用另一种合成策略，即2与预先合成的4,4'-双吡啶基双亚胺（L 3），[Zn 4（dip）4（L 3）2 ] n（5'）的扩散控制的慢反应。已获得为单晶。复杂物5'是3D框架，具有罕见的八重互穿菱形网络。较长的垫片长度（19.6Å）导致5'处的缠结。粉末衍射数据表明，这些化合物是同网状3D框架。为了研究吡啶基供体相对于中央联苯胺部分的相对位置的影响，研究了3,3'-双吡啶基联苯胺（L 5）作为间隔基。1

  DOI：

  10.1002/chem.201800149
• 作为产物：
  描述：

  4-溴-2,6-二异丙基苯胺 在 正丁基锂 、 硅酸四乙酯 、 硫酸 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 50.0h， 生成 (4-((diphenylmethylene)amino)-3,5-diisopropylphenyl)boronic acid
  参考文献：
  名称：

  Bimetallic Anilido-Aldimine Zinc Complexes for Epoxide/CO₂ Copolymerization

  摘要：

  Acyclic o-phenylene-bridged bis(anilido-aldimine) compounds, o-C6H4{C6H2R2N=CH-C6H4(H)N(C6H3R'(2))}(2) and related 30-membered macrocyclic compounds, o-C6H4{C6H2R'N-2=CH-C6H4-(H)-N(C6H2R2}(2) (o-C6H4) are prepared. Successive additions of Me2Zn and SO2 gas to the bis(anilido-aidimine) compounds afford quantitatively dinuclear mu-methylsulfinato zinc complexes, o-C6H4{(C6H2R2N=CH-C6H4N(C6H3R'(2))-kappa(2)-N,N)Zn(mu-OS(O)Me)(2) (R = iPr and R' = Pr, 29; R = Et and R' = Et, 30; R = Me and R' = Me, 31; R = Me and R' = Pr, 32; R = Et and R' = Me, 33; R = Et and R' = Pr, 34; R = Pr and R' = Et, 35) and o-C6H4{C6H2R'N-2=CH-C6H4-N-C6H2R2-kappa(2)-N,N)Zn(mu-OS(O)Me)}(2) (o-C6H4) (R Et and R' = Et, 36; R = Me and R' = Me, 37; R = Pr and R' = Me, 38; R = Et and R' = Me, 39; R Me and R' = Pr, 40). Molecular structures of 34 and 40 are confirmed by X-ray crystallography. Complexes 30-35 show high activity for cyclohexene oxide/CO2 copolymerization at low [Zn]/[monomer] ratio (1:5600), whereas the complex of mononucleating beta-diketiminate {[(C6H3Et2)N=C(Me)CH=C(Me)N(C6H3Et2)]Zn(mu-OS(O)Et}(2) shows negligible activity in the same condition. Activity is sensitive to the N-aryl ortho substituents and the highest activity is observed with 32. Turnover number up to 2980 and molecular weight (M-n) up to 284 000 are attained with 32 at such a highly diluted condition as [Zn]/[monomer] = 1: 17 400. Macrocyclic complexes 36-40 show negligible activity for copolymerization.

  DOI：

  10.1021/ja0435135

文献信息

• Synthetic strategies to achieve further-functionalised monoaryl phosphate primary building units: crystal structures and solid-state aggregation behavior
  作者：Aijaz A. Dar、Abhijit Mallick、Ramaswamy Murugavel

  DOI：10.1039/c4nj01614a

  日期：——

  unknown among organophosphates and phosphonic acids. The methyl ester of 2, [(RO)P(O)(OMe)2] (R = 4-Br-2,6-iPr2C6H3) (4), was reacted with a series of boronic acids under Suzuki coupling conditions to yield the corresponding C–C bond coupled products, 3,5-diisopropylbiphenyl-4-yl dimethyl phosphate (5), 4′-formyl-3,5-diisopropyl-biphenyl-4-yl dimethyl phosphate (6) and 4′-(diphenylmethyleneamino)-3,3′,5

  新的4-卤代官能化2,6-二异丙基苯基磷酸酯，X-dippH 2 [（RO）P（O）（OH）2 ]（R = 4-X-2,6- i Pr 2 C 6 H 3 ; X从相应的4-卤代酚开始，分两个步骤合成了Cl 1，Br 2，I 3），并通过分析，光谱和单晶X射线衍射研究对其进行了表征。同构有机磷酸酯1-3通过相邻的–PO 3 H 2之间广泛的氢键相互作用形成固态的管状结构基团，在有机磷酸酯和膦酸中以前未知的聚集。的甲基酯2，[（RO）P（O）（OME）2 ]（R = 4-溴-2,6-我镨2 ç 6 ħ 3）（4），用一系列硼酸反应在Suzuki偶联条件下产生相应的C–C键偶联产物：3,5-二异丙基联苯-4-基磷酸二甲酯（5），4'-甲酰基-3,5-二异丙基联苯-4-基磷酸二甲酯（6）和4'-（二苯基亚甲基氨基）-3,3'，5,5'-四异丙基-联苯-4-基二甲基磷酸二甲酯（7）。已经建立了用于
• [3+3] Imine and β-ketoenamine tethered fluorescent covalent-organic frameworks for CO₂ uptake and nitroaromatic sensing
  作者：D. Kaleeswaran、Pratap Vishnoi、Ramaswamy Murugavel

  DOI：10.1039/c5tc00670h

  日期：——

  Two imine and β-ketoenamine linked [3+3] robust, porous and fluorescent covalent-organic frameworks, synthesized by solvothermal methods, have been found to be efficient for CO₂ capture and detection of polynitroaromatic compounds.

  使用溶剂热法合成的两种亚胺和β-酮烯胺连接的[3+3]坚固、多孔和荧光共价有机框架，被发现对CO₂的捕获和多硝基芳香化合物的检测非常有效。
• Ethylene/Polar Norbornene Copolymerizations by Bimetallic Salicylaldimine−Nickel Catalysts
  作者：Sujith S、Dae June Joe、Sung Jae Na、Young-Whan Park、Cheol Ho Choi、Bun Yeoul Lee

  DOI：10.1021/ma051344i

  日期：2005.11.1

  Bimetallic salicylaldimine-nickel complexes, bridge[(2,6-iPr(2)C(6)H(2))-N=CH-(2-anthracenyl-C6H3-O)-kappa(2) -N,O]Ni(eta(3)-CH2Ph)}(2) (bridge = orthO-C6H4, 10; bridge = CH2, 11; bridge = ortho-C6H4(C6H4)(2), 12), are prepared. The bimetallic complexes 10-12 show higher activities and higher polar monomer incorporations in the ethylene/2-(methoxycarbonyl)norbornene and ethylene/2-(acetoxymethyl)norbomene copolymerizations than the mononuclear complex, [(2,6-iPr(2)C(6)H(3))-N=CH-(2-anthracenyl-C6H3-O)-kappa(2)-N,O]-Ni(eta(3)-CH2Ph) (13).
• A [4+2] Condensation Strategy to Imine-Linked Single-Crystalline Zeolite-Like Zinc Phosphate Frameworks
  作者：Ritambhara Jangir、Alok Ch. Kalita、Dhananjayan Kaleeswaran、Sandeep K. Gupta、Ramaswamy Murugavel

  DOI：10.1002/chem.201800149

  日期：2018.4.20

  reaction of 1 b with L5 leads to the isolation of a 2D‐boxed‐sheet coordination polymer [Zn4(dipp)4(L5)2]n (7). Selective formation of 3D‐framework 5′ from L3 and the 2D‐framework 7 from L5 is due to the angles created by the coordination of para‐ and meta‐pyridyl nitrogen centers at the zinc centers of the D4R cubane. Compound 5′ has been utilized as a catalyst for Knoevenagel condensation.

  具有四个甲酰基的双4环磷酸锌（D4R），[Zn（dipp）（4-Py-CHO）] 4（2）（dipp = diiminopyridine）已被用作构建（SBU）的结构单元一类新的与亚胺连接的[4 + 2] COF样多晶磷酸锌骨架的合成。的反应2与[Zn组成的系列的多晶框架的形成线性的芳族二胺的结果4（DIPP）4（大号）2 ] Ñ（3 - 6（）大号=大号1至大号4，是由4-吡啶甲醛与二胺缩合形成的二亚胺。采用另一种合成策略，即2与预先合成的4,4'-双吡啶基双亚胺（L 3），[Zn 4（dip）4（L 3）2 ] n（5'）的扩散控制的慢反应。已获得为单晶。复杂物5'是3D框架，具有罕见的八重互穿菱形网络。较长的垫片长度（19.6Å）导致5'处的缠结。粉末衍射数据表明，这些化合物是同网状3D框架。为了研究吡啶基供体相对于中央联苯胺部分的相对位置的影响，研究了3,3'-双吡啶基联苯胺（L 5）作为间隔基。1
• Bimetallic Anilido-Aldimine Zinc Complexes for Epoxide/CO₂ Copolymerization
  作者：Bun Yeoul Lee、Heon Yong Kwon、Su Yeon Lee、Sung Jae Na、Song-i Han、Hoseop Yun、Hyosun Lee、Young-Whan Park

  DOI：10.1021/ja0435135

  日期：2005.3.9

  Acyclic o-phenylene-bridged bis(anilido-aldimine) compounds, o-C6H4C6H2R2N=CH-C6H4(H)N(C6H3R'(2))}(2) and related 30-membered macrocyclic compounds, o-C6H4C6H2R'N-2=CH-C6H4-(H)-N(C6H2R2}(2) (o-C6H4) are prepared. Successive additions of Me2Zn and SO2 gas to the bis(anilido-aidimine) compounds afford quantitatively dinuclear mu-methylsulfinato zinc complexes, o-C6H4(C6H2R2N=CH-C6H4N(C6H3R'(2))-kappa(2)-N,N)Zn(mu-OS(O)Me)(2) (R = iPr and R' = Pr, 29; R = Et and R' = Et, 30; R = Me and R' = Me, 31; R = Me and R' = Pr, 32; R = Et and R' = Me, 33; R = Et and R' = Pr, 34; R = Pr and R' = Et, 35) and o-C6H4C6H2R'N-2=CH-C6H4-N-C6H2R2-kappa(2)-N,N)Zn(mu-OS(O)Me)}(2) (o-C6H4) (R Et and R' = Et, 36; R = Me and R' = Me, 37; R = Pr and R' = Me, 38; R = Et and R' = Me, 39; R Me and R' = Pr, 40). Molecular structures of 34 and 40 are confirmed by X-ray crystallography. Complexes 30-35 show high activity for cyclohexene oxide/CO2 copolymerization at low [Zn]/[monomer] ratio (1:5600), whereas the complex of mononucleating beta-diketiminate [(C6H3Et2)N=C(Me)CH=C(Me)N(C6H3Et2)]Zn(mu-OS(O)Et}(2) shows negligible activity in the same condition. Activity is sensitive to the N-aryl ortho substituents and the highest activity is observed with 32. Turnover number up to 2980 and molecular weight (M-n) up to 284 000 are attained with 32 at such a highly diluted condition as [Zn]/[monomer] = 1: 17 400. Macrocyclic complexes 36-40 show negligible activity for copolymerization.