1,3-di(tert-butyl)-2,2,4,4-tetraisopropyl-1,3-dibora-2,4-diphosphoniocyclobutane-1,3-diyl | 433304-52-0

• 分子结构分类: 有机化合物
• 英文名称: 1,3-di(tert-butyl)-2,2,4,4-tetraisopropyl-1,3-dibora-2,4-diphosphoniocyclobutane-1,3-diyl
• 英文别名: 1,3-di-tert-butyl-2,4-diisopropyl-1,3-diborata-2,4-diphosphoniocyclobutane-1,3-diyl；(t-Bu)2B2P2(i-Pr)2
• CAS: 433304-52-0
• 化学式: C₂₀H₄₆B₂P₂
• 分子量: 370.155
• InChiKey: BGTORFCUOATSCW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.25
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  1,3-di(tert-butyl)-2,2,4,4-tetraisopropyl-1,3-dibora-2,4-diphosphoniocyclobutane-1,3-diyl 在 二苯基二硒醚 作用下， 以 甲苯 为溶剂， 反应 8.0h， 以70%的产率得到1,3-Ditert-butyl-4,4,5,5-tetra(propan-2-yl)-2-selena-4,5-diphosphonia-1,3-diboranuidabicyclo[1.1.1]pentane
  参考文献：
  名称：

  Radical-Type Reactivity of the 1,3-Dibora-2,4-Diphosphoniocyclobutane-1,3-diyl

  摘要：

  Despite through-space and through-bond B-B interactions, the stable 1,3-bora-2,4-diphosphoniocyclobutane-1,3-diyl displays some radical-type behavior, as illustrated by the spontaneous formation of the trans 1,3-adduct with trimethyltin hydride and a B-spiro derivative with bromotrichloromethane.

  DOI：

  10.1021/ja039920i
• 作为产物：
  描述：

  、 lithium diisopropylphosphide 以68%的产率得到1,3-di(tert-butyl)-2,2,4,4-tetraisopropyl-1,3-dibora-2,4-diphosphoniocyclobutane-1,3-diyl
  参考文献：
  名称：

  2,3-diborata-1,4-diphooniabuta-1,3-dienes的热价异构化为双环[1.1.0]丁烷和-1,3-diyls环丁烷。

  摘要：

  DOI：

  10.1002/anie.200701578

文献信息

• σ-Bond Stretching: A Static Approach for a Dynamic Process
  作者：David Scheschkewitz、Hideki Amii、Heinz Gornitzka、Wolfgang W. Schoeller、Didier Bourissou、Guy Bertrand

  DOI：10.1002/anie.200352944

  日期：2004.1.23
• Ionic-Type Reactivity of 1,3-Dibora-2,4-diphosphoniocyclobutane-1,3-diyls: Regio- and Stereoselective Addition of Hydracids
  作者：Gad Fuks、Nathalie Saffon、Laurent Maron、Guy Bertrand、Didier Bourissou

  DOI：10.1021/ja903746p

  日期：2009.9.30

  Hydrogen chloride and trifluoromethane sulfonic acid readily add to the symmetrically substituted 1,3-dibora-2,4-diphosphoniocyclobutane-1,3-diyl (1) and unsymmetrically substituted 1,3-dibora-2,4-diphosphoniobicyclo[1.1.0]butane (3) under mild conditions, substantiating some formal analogies between the PBPB diradicaloids D and alkenes. X-ray diffraction analyses carried out on all the resulting 1,3-diborata-2,4-diphosphoniocyclobutanes (2, 4-6) revealed that the reactions proceed with complete stereo- and regio-selectivity, and that an unusual t-Bu -> i-Bu isomerization can occur at boron. DFT calculations shed more light on the factors controlling the regioselectivity of the additions, its concerted versus stepwise character, and support an original two-step mechanism for the t-Bu -> i-Bu isomerization, involving a carbocationic sigma-borane adduct as a key intermediate.