(R,R)-3,5-bis-{4-[2,2'-bis(tert-butyldimethylsilanyloxy)-1,1'-binaphthalen-6-yl]-butoxy}-benzyl alcohol | 503543-12-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (R,R)-3,5-bis-{4-[2,2'-bis(tert-butyldimethylsilanyloxy)-1,1'-binaphthalen-6-yl]-butoxy}-benzyl alcohol
• 英文别名: [3,5-Bis[4-[6-[tert-butyl(dimethyl)silyl]oxy-5-[2-[tert-butyl(dimethyl)silyl]oxynaphthalen-1-yl]naphthalen-2-yl]butoxy]phenyl]methanol；[3,5-bis[4-[6-[tert-butyl(dimethyl)silyl]oxy-5-[2-[tert-butyl(dimethyl)silyl]oxynaphthalen-1-yl]naphthalen-2-yl]butoxy]phenyl]methanol
• CAS: 503543-12-2
• 化学式: C₇₉H₁₀₄O₇Si₄
• 分子量: 1278.03
• InChiKey: GFSVTCMHLBEXHZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  23.47
• 重原子数：
  90
• 可旋转键数：
  27
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  75.6
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3,5-二羟基苯甲酸甲酯 、 (R,R)-3,5-bis-{4-[2,2'-bis(tert-butyldimethylsilanyloxy)-1,1'-binaphthalen-6-yl]-butoxy}-benzyl alcohol 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 以71%的产率得到
  参考文献：
  名称：

  A dendrimer-supported heterobimetallic asymmetric catalyst

  摘要：

  Plural ligands consisting of catalysts such as AlLibis(binaphthoxide) complex (ALB) and GaNabis(binaphthoxide) complex (GaSB) are effectively introduced onto the periphery of a dendrimer. The resulting dendrimer-supported heterobimetallic catalysts promoted the asymmetric Michael reaction of 2-cyclohexenone with dibenzyl malonate to give the adduct with up to 97% ee. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00573-6
• 作为产物：
  描述：

  Methyl 3,5-bis[4-[6-[tert-butyl(dimethyl)silyl]oxy-5-[2-[tert-butyl(dimethyl)silyl]oxynaphthalen-1-yl]naphthalen-2-yl]butoxy]benzoate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 以98%的产率得到(R,R)-3,5-bis-{4-[2,2'-bis(tert-butyldimethylsilanyloxy)-1,1'-binaphthalen-6-yl]-butoxy}-benzyl alcohol
  参考文献：
  名称：

  A dendrimer-supported heterobimetallic asymmetric catalyst

  摘要：

  Plural ligands consisting of catalysts such as AlLibis(binaphthoxide) complex (ALB) and GaNabis(binaphthoxide) complex (GaSB) are effectively introduced onto the periphery of a dendrimer. The resulting dendrimer-supported heterobimetallic catalysts promoted the asymmetric Michael reaction of 2-cyclohexenone with dibenzyl malonate to give the adduct with up to 97% ee. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00573-6

文献信息

• Polymer-Supported BisBINOL Ligands for the Immobilization of Multicomponent Asymmetric Catalysts
  作者：Tetuya Sekiguti、Yoshimasa Iizuka、Shinobu Takizawa、Doss Jayaprakash、Takayoshi Arai、Hiroaki Sasai

  DOI：10.1021/ol034797l

  日期：2003.7.1

  [GRAPHICS]Polymer-supported bisBINOL ligands were successfully utilized for the immobilization of multicomponent asymmetric catalysts. The polymer-supported Al-Li-bis(binaphthoxide) (ALB) catalyst was more effective than the dendrimer-supported ALB in the Michael reaction of 2-cyclohexen-1-one with dibenzyl malonate affording the adduct in 91% yield with 96% ee. The polymer was also effective for the immobilization of a mu-oxodititanium complex that promoted carbonyl-ene reaction of ethyl glyoxalate with alpha-methyl styrene to provide the adduct with up to 98% ee.
• A dendrimer-supported heterobimetallic asymmetric catalyst
  作者：Takayoshi Arai、Tetuya Sekiguti、Yoshimasa Iizuka、Shinobu Takizawa、Shigeru Sakamoto、Kentaro Yamaguchi、Hiroaki Sasai

  DOI：10.1016/s0957-4166(02)00573-6

  日期：2002.10

  Plural ligands consisting of catalysts such as AlLibis(binaphthoxide) complex (ALB) and GaNabis(binaphthoxide) complex (GaSB) are effectively introduced onto the periphery of a dendrimer. The resulting dendrimer-supported heterobimetallic catalysts promoted the asymmetric Michael reaction of 2-cyclohexenone with dibenzyl malonate to give the adduct with up to 97% ee. (C) 2002 Elsevier Science Ltd. All rights reserved.