二氯[（R）-（+）-2,2''-双（二-2-呋喃基膦基）-6,6''-二甲氧基-1,1''-联苯]钯（II） | 1338245-54-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 二氯[（R）-（+）-2,2''-双（二-2-呋喃基膦基）-6,6''-二甲氧基-1,1''-联苯]钯（II）
• 英文名称: [2-[2-[bis(furan-2-yl)phosphanyl]-6-methoxyphenyl]-3-methoxyphenyl]-bis(furan-2-yl)phosphane;palladium(2+);dichloride
• CAS: 1338245-54-7
• 化学式: C₃₀H₂₄Cl₂O₆P₂Pd
• 分子量: 719.79
• InChiKey: BMAYXCQGBAXDRD-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  -0.74
• 重原子数：
  41
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  71
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  二(氰基苯)二氯化钯 、 (S)-(6,6′-二甲氧基联苯-2,2′-二基)双(二-2-呋喃基膦) 以 甲苯 为溶剂， 反应 3.0h， 以67%的产率得到二氯[（R）-（+）-2,2''-双（二-2-呋喃基膦基）-6,6''-二甲氧基-1,1''-联苯]钯（II）
  参考文献：
  名称：

  Congested C–C Bonds by Pd-Catalyzed Enantioselective Allyl–Allyl Cross-Coupling, a Mechanism-Guided Solution

  摘要：

  Under the influence of a chiral bidentate diphosphine ligand, the Pd-catalyzed asymmetric cross-coupling of allylboron reagents and allylic electrophiles establishes 1,5-dienes with adjacent stereocenters in high regio- and stereoselectivity. A mechanistic study of the coupling utilizing reaction calorimetry and density functional theory analysis suggests that the reaction operates through an inner-sphere 3,3'-reductive elimination pathway, which is both rate-defining and stereodefining. Coupled with optimized reaction conditions, this mechanistic detail is used to expand the scope of allyl allyl couplings to allow the generation of 1,5-dienes with tertiary centers adjacent to quaternary centers as well as a unique set of cyclic structures.

  DOI：

  10.1021/ja502280w
• 作为试剂：
  描述：

  3-甲酰基吲哚酸-1-羧酸 t-丁基酯 在 氯化亚砜 、 二氯[（R）-（+）-2,2''-双（二-2-呋喃基膦基）-6,6''-二甲氧基-1,1''-联苯]钯（II） 、 三乙胺 、 cesium fluoride 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 17.0h， 生成 tert-butyl (R)-3-(4,4-dimethylhexa-1,5-dien-3-yl)-1H-indole-1-carboxylate
  参考文献：
  名称：

  Congested C–C Bonds by Pd-Catalyzed Enantioselective Allyl–Allyl Cross-Coupling, a Mechanism-Guided Solution

  摘要：

  Under the influence of a chiral bidentate diphosphine ligand, the Pd-catalyzed asymmetric cross-coupling of allylboron reagents and allylic electrophiles establishes 1,5-dienes with adjacent stereocenters in high regio- and stereoselectivity. A mechanistic study of the coupling utilizing reaction calorimetry and density functional theory analysis suggests that the reaction operates through an inner-sphere 3,3'-reductive elimination pathway, which is both rate-defining and stereodefining. Coupled with optimized reaction conditions, this mechanistic detail is used to expand the scope of allyl allyl couplings to allow the generation of 1,5-dienes with tertiary centers adjacent to quaternary centers as well as a unique set of cyclic structures.

  DOI：

  10.1021/ja502280w

文献信息

• Enantioselective Three‐Component Coupling of Heteroarenes, Cycloalkenes and Propargylic Acetates
  作者：Shenghan Teng、Yonggui Robin Chi、Jianrong Steve Zhou

  DOI：10.1002/anie.202014781

  日期：2021.2.23

  heteroarenes including indoles, pyrroles, activated furans and thiophenes. 2,3‐Disubstituted tetrahydrofurans and pyrrolidines are produced in trans configuration and excellent enantiomeric ratios. The reaction proceeds via Wacker‐type attack of nucleophilic heteroarenes on alkenes activated by allenyl PdII species.

  炔丙基乙酸酯，环烯烃和富电子杂芳烃（包括吲哚，吡咯，活化的呋喃和噻吩）之间的不对称偶联有效地进行。2,3-二取代的四氢呋喃和吡咯烷以反式构型和出色的对映体比率生产。反应是通过瓦克型亲核杂芳烃对烯丙基Pd II物种活化的烯烃的攻击而进行的。