5,5-diphenyl-5-(trimethylsiloxy)penta-1,3-diine | 124686-50-6

• 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: 5,5-diphenyl-5-(trimethylsiloxy)penta-1,3-diine
• 英文别名: HC*C-C*C-CPh2(OSiMe3)；HC*C-C*C-CPh2OSiMe3；1,1a(2)-[1-[(Trimethylsilyl)oxy]-2,4-pentadiyn-1-ylidene]bis[benzene]；1,1-diphenylpenta-2,4-diynoxy(trimethyl)silane
• CAS: 124686-50-6
• 化学式: C₂₀H₂₀OSi
• 分子量: 304.464
• InChiKey: IUMQOFRFTZSAGP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.42
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  5,5-diphenyl-5-(trimethylsiloxy)penta-1,3-diine 以53%的产率得到
  参考文献：
  名称：

  Touchard Daniel, Haquetic Pierre, Daridor Alain, Toupet Loiec, Dixneut Pi+, J. Amer. Chem. Soc, 116 (1994) N 24, S 11157-11158

  摘要：

  DOI：

文献信息

• Metallacumulenes: new allenylidene–ruthenium complexes. Crystal structure of a cationic [(Ph₂PCH₂PPh₂)₂(Cl)RuCCCR¹R²]⁺derivative
  作者：Nadine Pirio、Daniel Touchard、Loïc Toupet、Pierre H. Dixneuf

  DOI：10.1039/c39910000980

  日期：——

  The activation with cis-RuCl2(Ph2PCH2PPh2)21 of HCC–CR2OH and HCC–C(Me)CH2 leads to allenylidenes trans-(Cl)Ru+CCCR2(Ph2PCH2PPh2)2(R = Ph, Me, p-Cl-Ph) and that of HCC–CC–CPh2OSiMe3 affords a new allenylidene–ruthenium complex 9via an intramolecular ortho C–H bond addition.

  使用cis-RuCl2(Ph2PCH2PPh2)21激活HCC–CR2OH和HCC–C(Me)CH2会生成allenylidene trans-(Cl)Ru+CCCR2(Ph2PCH2PPh2)2（R = Ph, Me, p-Cl-Ph），而HCC–CC–CPh2OSiMe3的激活则通过内部的邻位C–H键添加反应生成一个新的allenylidene–钌复合物9。
• Metallacumulenes: preparation of novel alkenyl–allenylidene– and diynyl–ruthenium complexes. Crystal structure of a Ru–CC–CC–C(OSiMe₃)Ph₂derivative
  作者：Antonio Romero、Daniel Peron、Pierre H. Dixneuf

  DOI：10.1039/c39900001410

  日期：——

  Complexes (η6-arene)(PR3)RuCl21 react with HCC–CC–CPh2OX derivatives (X = H, SiMe3) to afford, in alcohol or in the presence of HNPh2, 3-alkenyl allenylidene complexes [(η6-arene)(PR3)ClRuCCC(Y)CHCPh2]+(Y = OEt 4a, OPri5a, NPh26) and diynyl–ruthenium derivatives in the presence of HNPri2.

  配合物 (β6-芳烃)(PR3)RuCl21 与 HCC–CC–CPh2OX 衍生物 (X = H, SiMe3) 反应，在酒精中或 HNPh2 存在下生成 3-烯基亚烯基配合物 [(δ 6-芳烃)(PR3)ClRuCCC(Y)CHCPh2]+(Y = OEt 4a, OPri5a, NPh26) 和 HNPr2 存在下的二炔基钌衍生物。
• Metallacumulenes: Activation of Diynes and Formation of New Allenylideneruthenium Complexes. Crystal Structures of trans-[(Ph2PCH2PPh2)2(Cl)Ru:C:C:CR1R2]+ and trans-[(Ph2PCH2PPh2)2Ru(:C:C:C(OMe)CH:CPh2)2]2+ Derivatives
  作者：Daniel Touchard、Nadine Pirio、Loiec Toupet、Mohammed Fettouhi、Lahcene Ouahab、Pierre H. Dixneuf

  DOI：10.1021/om00011a050

  日期：1995.11

  cis-RuCl2(Ph(2)PCH(2)PPh(2))(2) (1) reacts with pentadiynes XC=CC=CCPh(2)(OSiMe(3)) [2 (X = H) and 3 (X = Bu(3)Sn)], but in the presence of NaPF6, to afford trans-(Ph(2)PCH(2)PPh(2))(2)(Cl)RuC=CC=CCPh(2)(OSiMe(3)) (4). On protonation with HBF4 complex 4 in methanol leads to allenylidene trans-[(Ph(2)PCH(2)PPh(2))(2)(Cl)Ru=C=C=C(OMe)CH=CPh(2)]X (5a)(a: X = BF4) and in dichloromethane to trans-[(Ph(2)PCH(2)PPh(2))(2)(Cl)Ru=C=C=CCH=C(Ph)(o-C6H4)]X (6a) via electrophilic ortho-substitution within the metallacumulene intermediate LnRu=C=C=C=C=CPh(2)]X (A). Alternatively, complex 1 and diyne 2 with NaPF6 afford in one step allenylidenes 5b (b: X = PF6) in methanol and 6b in dichloromethane. Bis(diynyl) derivative trans-(Ph(2)PCH(2)PPh(2))(2)Ru[(C=CC=CC(OSiMe(3))Ph(2)])(2) (7), obtained by reaction of 2 with 1 and (HNPr2)-Pr-i, on protonation with HBF4 in methanol offered a direct route to the first bis(allenylidene) complex trans-[(Ph(2)PCH(2)PPh(2))(2)Ru(=C=C=C(OMe)CH=CPh(2))(2)](BF4)(2) (8). The X-ray diffraction studies of two allenylidene complexes 6b and 8 are reported. The structure of 6b consists of two different allenylidene cations. That of 8 shows coplanar allenylidene ligands with a strong contribution of a ynyl resonance structure.
• Pirio, Nadine; Touchard, Daniel; Dixneuf, Pierre H., Angewandte Chemie, 1992, vol. 104, p. 664 - 666
  作者：Pirio, Nadine、Touchard, Daniel、Dixneuf, Pierre H.、Fettouhi, Mohammed、Ouahab, Lahcene

  DOI：——

  日期：——
• Touchard, Daniel; Haquette, Pierre; Pirio, Nadine, Organometallics, 1993, vol. 12, # 8, p. 3132 - 3139
  作者：Touchard, Daniel、Haquette, Pierre、Pirio, Nadine、Toupet, Loïc、Dixneuf, Pierre H.

  DOI：——

  日期：——