3,3'-di-tert-butylbiphenyl-2,2',5,5'-tetraol | 14078-43-4

• 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: 3,3'-di-tert-butylbiphenyl-2,2',5,5'-tetraol
• 英文别名: 3,3'-di-tert-butyl-2,2',5,5'-tetrahydroxybiphenyl；2-tert-butyl-6-(3-tert-butyl-2,5-dihydroxyphenyl)benzene-1,4-diol
• CAS: 14078-43-4
• 化学式: C₂₀H₂₆O₄
• 分子量: 330.424
• InChiKey: ZXBJKRLMDXJBMM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  80.9
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,3'-di-tert-butylbiphenyl-2,2',5,5'-tetraol 在 吡啶 、 4-二甲氨基吡啶 、 四(三苯基膦)钯 、 2,6-二叔丁基-4-甲基苯酚 、 lithium chloride 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 6.0h， 生成 di-tert-butyl 3,3'-di-tert-butyl-5,5'-divinylbiphenyl-2,2'-diyldicarbonate
  参考文献：
  名称：

  A Homogeneous, Recyclable Polymer Support for Rh(I)-Catalyzed C–C Bond Formation

  摘要：

  A robust and practical polymer-supported, homogeneous, recyclable biphephos rhodium(I) catalyst has been developed for C-C bond formation reactions. Control of polymer molecular weight allowed tuning of the polymer solubility such that the polymer-supported catalyst is soluble in nonpolar solvents and insoluble in polar solvents. Using the supported rhodium catalysts, addition of aryl and vinylboronic acids to the electrophiles such as enones, aldehydes, N-sulfonyl aldimines, and alkynes occurs smoothly to provide products in high yields. Additions of terminal alkynes to enones and industrially relevant hydroformylation reactions have also been successfully carried out. Studies show that the leaching of Rh from the polymer support is low and catalyst recycle can be achieved by simple precipitation and filtration.

  DOI：

  10.1021/jo201476h
• 作为产物：
  描述：

  2,9-ditert-butyl-4,7-bis(phenylmethoxy)oxepino[2,3-b][1]benzofuran 生成 3,3'-di-tert-butylbiphenyl-2,2',5,5'-tetraol
  参考文献：
  名称：

  HEWGILL F. R.; HOWIE G. B., AUSTRAL. J. CHEM., 1978, 31, NO 5, 1061-1068

  摘要：

  DOI：

文献信息

• Designing highly efficient Rh/CPOL-bp&PPh₃ heterogenous catalysts for hydroformylation of internal and terminal olefins
  作者：Cunyao Li、Kai Xiong、Li Yan、Miao Jiang、Xiangen Song、Tao Wang、Xingkun Chen、Zhuangping Zhan、Yunjie Ding

  DOI：10.1039/c5cy01655j

  日期：——

  Biphephos ligand, denoted as vinyl biphephos, has been succesfully synthesized. Copolymerization of vinyl biphephos with tris(4-vinphenyl) phosphane can afford an efficient Porous Organic Polymer (POP), CPOL-bp&PPh3. The ultimately formed Rh/CPOL-bp&PPh3 heterogeneous catalyst showed excellent performance in converting terminal olefins to the corresponding linear aldehydes with high regioselectivity (l/b

  已成功合成了乙烯基官能化的Biphephos配体，称为乙烯基Biphephos。乙烯基联苯膦与三（4-乙烯基苯基）膦的共聚可提供有效的多孔有机聚合物（POP），CPOL-bp＆PPh 3。最终形成的Rh / CPOL-bp＆PPh 3非均相催化剂在将末端烯烃转化为相应的线性醛方面表现出优异的性能，具有较高的区域选择性（l / b = 96：4-98：2），活性和稳定性，甚至优于同类均相Rh +乙烯基Biphephos系统。值得注意的是，还使用Rh / CPOL-bp＆PPh 3以高区域选择性（l / b = 92：8–93：7）进行了内烯烃（2-庚烯，2-辛烯，反-3-己烯）的异构化加氢甲酰化反应。 多相催化剂。
• Polymer-Supported Transition Metal Catalyst Complexes and Methods of Use
  申请人：Tunge Jon

  公开号：US20110230620A1

  公开（公告）日：2011-09-22

  A catalyst composition comprising a polymer functionalized with a ligand for binding a transition metal containing compound to form a transition metal complex, wherein said functionalized polymer has a number average molecular weight of about 5,000 to 30,000 g/mol and a polydispersity index of about 1.0 to 2.0. The catalyst is used in a hydroformylation reaction, preferably one in which the liquid phase has been volumetrically expanded with a compressed gas, is readily recyclable using nanofiltration.

  催化剂组成包括聚合物，其功能化以与过渡金属含配合物结合形成过渡金属配合物的配体。所述功能化聚合物的数量平均分子量约为5,000至30,000克/摩尔，聚分散指数约为1.0至2.0。该催化剂用于羰基化反应，最好是液相已经通过压缩气体体积膨胀，可以通过纳滤技术方便地回收利用。
• Polymer-supported transition metal catalyst complexes and methods of use
  申请人：Tunge Jon

  公开号：US08921486B2

  公开（公告）日：2014-12-30

  A catalyst composition comprising a polymer functionalized with a ligand for binding a transition metal containing compound to form a transition metal complex, wherein said functionalized polymer has a number average molecular weight of about 5,000 to 30,000 g/mol and a polydispersity index of about 1.0 to 2.0. The catalyst is used in a hydroformylation reaction, preferably one in which the liquid phase has been volumetrically expanded with a compressed gas, is readily recyclable using nanofiltration.

  催化剂组成包括聚合物，其功能化为配体，能够与含有过渡金属化合物结合形成过渡金属配合物。该功能化聚合物的平均分子量约为5,000至30,000克/摩尔，聚分散指数约为1.0至2.0。该催化剂用于氢甲酰化反应，最好是液相已经被压缩气体体积膨胀的反应，并且可以通过纳滤技术方便地回收。
• A Homogeneous, Recyclable Rhodium(I) Catalyst for the Hydroarylation of Michael Acceptors
  作者：Ranjan Jana、Jon A. Tunge

  DOI：10.1021/ol802927v

  日期：2009.2.19

  A robust and practical polymer-supported, recyclable biphephos rhodium(I) catalyst has been developed. Control of polymer molecular weight allowed the tuning of solubility such that the polymer-supported catalyst is soluble in nonpolar solvents and not soluble in polar solvents. Thus, catalytic addition of aryl- and vinylboronic acids to enones occurs under completely homogeneous conditions and catalyst recycle can be achieved by simple precipitation and filtration.
• Synthesis of Functionalized Dioxa-aza[7]helicenes Using Palladium Catalyzed Arylations
  作者：Hans Kelgtermans、Liliana Dobrzańska、Luc Van Meervelt、Wim Dehaen

  DOI：10.1021/ol300236t

  日期：2012.3.16

  Despite the recent reports on transition-metal catalyzed cycloisomerization strategies toward helicenes, the amount of palladium catalyzed routes remains rather scarce. Within this letter the successful preparation and characterization of novel dioxa-aza[7]helicenes using palladium mediated coupling reactions is presented.