η6-(vinylbenzene)tricarbonylchromium(0) | 1003605-44-4

• 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: η6-(vinylbenzene)tricarbonylchromium(0)
• 英文别名: η⁶-(styrene) chromium tricarbonyl；(η⁶-styrene)tricarbonylchromium；η6-(styrene)chromium tricarbonyl；η6-styrene chromium tricarbonyl；tricarbonyl(styrene)chromium(0)；(styrene)tricarbonylchromium；Carbon monoxide;chromium;styrene
• CAS: 1003605-44-4；31870-79-8
• 化学式: C₁₁H₈CrO₃
• 分子量: 240.179
• InChiKey: CQWBCUWVASKHNJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.21
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  η6-(vinylbenzene)tricarbonylchromium(0) 在 氢气 作用下， 以 乙酸乙酯 为溶剂， 以52%的产率得到乙基苯三羰基铬
  参考文献：
  名称：

  有机金属π复合物：XX。苯乙烯三羰基铬的制备

  摘要：

  苯乙烯与三胺三羰基铬在回流的二恶烷中反应，得到苯乙烯三羰基铬，收率为50-65％。还可以通过涉及苯甲醛三羰基铬的维蒂希反应以83％的产率合成该络合物。苯乙烯三羰基铬的催化加氢产生乙基苯三羰基铬，同样直接由乙苯和三胺三羰基铬制备。讨论了苯乙烯三羰基铬的光谱性质和聚合反应。

  DOI：

  10.1016/s0022-328x(00)92813-4
• 作为产物：
  描述：

  [Cr(C₆H₅CH₂CH₂OC₂H₅)(CO)3] 以 四氢呋喃 为溶剂， 以14%的产率得到η6-(vinylbenzene)tricarbonylchromium(0)
  参考文献：
  名称：

  Regioselective Addition of Various Heteronucleophiles to (Styrene)Cr(CO)₃ Complexes

  摘要：

  (Styrene)Cr(CO)(3) complexes underwent the addition of various heteronucleophiles such as alcohols, amines, and thiols, in the presence of KOH, and the beta-addition products were selectively obtained in moderate to excellent yields. The structural details and features of the product complexes were also elucidated.

  DOI：

  10.1021/om200268v

文献信息

• Palladium catalysed cross-coupling of (fluoroarene)tricarbonylchromium(0) complexes
  作者：René Wilhelm、David A. Widdowson

  DOI：10.1039/b006576p

  日期：——

  (Fluoroarene)tricarbonylchromium(0) complexes were found to undergo Suzuki and Stille cross-coupling reactions to form functionalised biaryl and styrene complexes in up to 87 and 52% yields, respectively. The Suzuki reactions were optimal with dipalladium tris(dibenzylideneacetone)–trimethylphosphine–caesium carbonate in DME at reflux. The Stille reactions were optimal with dipalladium tris(dibenzylideneacetone)–trimethylphosphine–caesium fluoride in DME at reflux and neither was adversely affected by a methoxy group on the complexed ring. The Suzuki reaction tolerated a chloro group on the arylboronic acid ring but not a bromo group.

  氟苯三羰基铬(0)配合物被发现可进行Suzuki和Stille交叉偶联反应，分别生成功能化联苯和苯乙烯配合物，产率最高可达87%和52%。Suzuki反应在二甲氧基乙烷中以三(二亚苄基丙酮)二钯-三甲基膦-碳酸铯为催化剂并回流时效果最佳。Stille反应在二甲氧基乙烷中以三(二亚苄基丙酮)二钯-三甲基膦-氟化铯为催化剂并回流时效果最佳，且这两种反应均不受配合物苯环上的甲氧基影响。Suzuki反应能容忍芳基硼酸环上的氯基，但不能容忍溴基。
• Hydroboration, followed by water addition of benchrotrenic alkenes. Formal dihydrogen addition
  作者：Bertrand Caro、Marie-Claude Sénéchal-Tocquer、Denis Sénéchal、Françoise Robin-le Guen

  DOI：10.1016/s0022-328x(96)06329-2

  日期：1996.11

  The reaction of the BH3-THF reagent with benchrotrenic alkenes, followed by a water addition and the formation of hydrogenated products are described. This formation and the regioselectivity observed is a consequence of the electron withdrawing effect of the Cr(CO)3 group.

  描述了BH 3 -THF试剂与替丁烯属烯烃的反应，随后加水并形成氢化产物。观察到的这种形成和区域选择性是Cr（CO）3基团的电子吸收作用的结果。
• Synthesis of new η6-(arene) chromium tricarbonyl complexes of isoxazolidines by 1,3-dipolar cycloaddition
  作者：A. N. Artemov、E. V. Sazonova、E. A. Mavrina、N. Yu. Zarovkina

  DOI：10.1007/s11172-012-0290-4

  日期：2012.11

  nitrones to η6-(styrene) chromium tricarbonyl and η6-(ethyl cynnamate) chromium tricarbonyl were synthesized and characterized by HPLC, IR, 1H NMR spectroscopy, and mass spectrometry. The resulted isoxazolidines were produced with a full regioselectivity and high stereoselectivity reached 100% in most cases.

  合成了C,N-二取代硝酮和不同原位制备的单-N-取代硝酮的1,3-偶极环加成产物为η6-(苯乙烯)三羰基铬和η6-(肉桂酸乙酯)三羰基铬，并用HPLC表征， IR、1H NMR 光谱和质谱。所得异恶唑烷的制备具有完全的区域选择性，并且在大多数情况下达到 100% 的高立体选择性。
• Synthetic applications of lithiated tricarbonyl-η⁶-arenechromium(0) complexes: copper and palladium catalysed substitutions
  作者：Paul J. Beswick、Susan J. Leach、Nigel F. Masters、David A. Widdowson

  DOI：10.1039/c39840000046

  日期：——

  Regioselectively lithiated tricarbonyl-η6- arenechromium(0) complexes can be acylated and allylated in high yield via the analogous arylcopper dimethyl sulphide complexes, and vinylated and arylated via palladium catalysed cross coupling of the arylcopper dimethyl sulphide complexes with vinyl and aryl halides.

  区域选择性锂化三羰基-η 6 - arenechromium（0）复合物可以被酰化，并且以高收率烯丙基化经由类似arylcopper二甲硫醚配合物，以及乙烯基化和芳基化通过的arylcopper二甲基硫醚复合物与乙烯基和芳基卤化物的钯催化的交叉耦合。
• Heterogeneous and homogeneous hydrogenation of styrene and stilbene chromium tricarbonyl complexes
  作者：A. N. Artemov、E. V. Sazonova、D. S. Lomakin

  DOI：10.1007/s11172-007-0008-1

  日期：2007.1

  stilbene chromium tricarbonyl complexes by molecular hydrogen on skeletal nickel and palladium on carbon as catalysts was studied. As compared to styrene and stilbene, their arene chromium tricarbonyl analogs are hydrogenated considerably more slowly, which is related, most likely, to strong adsorption of the π-complexes on the catalyst surface. For the homogeneous hydrogenation of these complexes using

  研究了以骨架镍和钯碳为催化剂的分子氢对苯乙烯和二苯乙烯三羰基铬配合物的多相加氢反应。与苯乙烯和二苯乙烯相比，它们的芳烃三羰基铬类似物的氢化速度要慢得多，这很可能与 π 络合物在催化剂表面的强吸附有关。为了使用 H2PtCl6-SnCl2-LiBr 系统均匀氢化这些配合物，苯乙烯和 η6-苯乙烯三羰基铬被高速还原，而二苯乙烯及其三羰基铬配合物被非常缓慢地氢化。显示了在作为催化剂的氯化钴 (II) 存在下硼氢化钠还原不饱和芳烃三羰基铬配合物的可能性。