4,4,8,8-tetramethyl-1,4,5,8-tettahydro-s-indacene | 70489-32-6

• 分子结构分类: 有机化合物 - 碳氢化合物 - 多环烃
• 英文名称: 4,4,8,8-tetramethyl-1,4,5,8-tettahydro-s-indacene
• 英文别名: 4,4,8,8-tetramethyl-1,4,7,8-tetrahydro-s-indacene；4,4,8,8-Tetramethyl-1,7-dihydro-s-indacene；4,4,8,8-tetramethyl-1,7-dihydro-s-indacene
• CAS: 70489-32-6
• 化学式: C₁₆H₂₀
• 分子量: 212.335
• InChiKey: IRRSQFYCKDKMBG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  十二羰基三钌 、 4,4,8,8-tetramethyl-1,4,5,8-tetrahydro-s-indacene 、 4,4,8,8-tetramethyl-1,4,5,8-tettahydro-s-indacene 在 1-heptene 作用下， 以 正庚烷 为溶剂， 以68%的产率得到cis-((η5-C5H3)2(CMe2)2)Ru2(CO)4
  参考文献：
  名称：

  Syntheses and Characterization of Ruthenium Complexes Containing a Doubly Linked Dicyclopentadienyl Ligand and Acetonitrile Ligands

  摘要：

  The reaction of a mixture of isomers of 4,4,8,8-tetramethyl-tetrahydro-s-indacene (1) with Ru(3)-(CO)(12) afforded cis-{(eta(5)-C(5)H(3))(2)(CMe(2))(2)}Ru(2)(CO)(4), (2) in 68% yield. Reaction of 2 with Br(2) gave cis-{(eta(5)-C(5)H(3))(2)(CMe(2))(2)}Ru(2)(CO)(4)Br(2) (3) in 88% yield. Reaction of 3 with AgOTf yields cis-[{(eta(5)-C(5)H(3))(2)(CMe(2))(2)}Ru(2)(CO)(4)(mu-Br)][OTf] (4), while reaction of 3 with Me(3)NO and AgOTf yields cis-[{(eta(5)-C(5)H(3))(2)(CMe(2))(2)}Ru(2)(CO)(2)(MeCN)(2)(mu-Br)][OTf] (5). Reaction of 3 under more forcing conditions with AgOTf in MeCN gave cis-[{(eta(5)-C(5)H(3))(2)(CMe(2))(2)}Ru(2)(CO)(2)(MeCN)(4)][OTf](2) (6), while a MeCN/C(6)H(6) solvent combination afforded cis-[{(eta(5)-C(5)H(3))(2)(CMe(2))(2)}Ru(2)(eta(6)-C(6)H(6))(2)][OTf](2) (7) in a 64% yield. Removal of the benzene ligands in 7 can be accomplished by first adding H(-) to the coordinated benzene ligands to afford cis-{(eta(5)-C(5)H(3))(2)(CMe(2))(2)}Ru(2)(eta(5)-C(6)H(7))(2) (10). Subsequent protonation of 10 in MeCN afforded [cis-{(eta(5)-C(5)H(3))(2)(CMe(2))(2)}Ru(2)(MeCN)(6)][OTf](2) (8) in 88% yield. Structural data for 4, 5, 7, and 10 are reported.

  DOI：

  10.1021/om100566w

文献信息

• Syntheses and characterization of iridium and rhodium ethylene complexes containing a doubly linked cyclopentadienyl ligand
  作者：Robert M. Chin、Devin Maurer、Mitchell Parr、Neysa Allworth、Robbie Schwenker、Daniel Sullivan、Samantha Enabnit、William Brennessel

  DOI：10.1016/j.ica.2008.04.025

  日期：2009.1

  The dimerization of 6,6-dimethylfulvene with Ni(cod)(2) yields the 4,4,8,8-tetramethyl-3a,4,7a,8-tetrahydros-indacene isomer (1a). Heating a solution of 1a converts it to the 1,4,5,8 (1b) and 1,4,7,8 (1c) tetrahydro-s-indacene isomers. The activation energy for the isomerization is 23(1) kcal/mol. 1b and 1c can be deprotonated with n-BuLi and the reaction of the dianion with [ClIr(C(2)H(4))(2)](2) gives two isomers, cis-[(eta(5)-C(5)H(3))(CMe(2))Ir(C(2)H(4))(2)](2) (cis- 2) and trans-[(eta(5)-C(5)H(3))(CMe(2))Ir(C(2)H(4))(2)](2) (trans- 2). Reaction of 1b and 1c with RhCl(3) center dot xH(2)O in refluxing methanol yields a red-orange solid, which was consistent with the empirical formula, [(C(5)H(3))(CMe(2))RhCl(2)](n) (3). Reaction of 3 with C(2)H(4) in a Na(2)CO(3)/ethanol mixture afforded cis-[(eta(5)-C(5)H(3))(CMe(2))Rh(C(2)H(4))(2)](2) in 5% yield. (C) 2008 Elsevier B.V. All rights reserved.
• Syntheses and Characterization of Ruthenium Complexes Containing a Doubly Linked Dicyclopentadienyl Ligand and Acetonitrile Ligands
  作者：Robert M Chin、Andrew Simonson、Joshua Mauldin、Jared Criswell、William Brennessel

  DOI：10.1021/om100566w

  日期：2010.9.13

  The reaction of a mixture of isomers of 4,4,8,8-tetramethyl-tetrahydro-s-indacene (1) with Ru(3)-(CO)(12) afforded cis-(eta(5)-C(5)H(3))(2)(CMe(2))(2)}Ru(2)(CO)(4), (2) in 68% yield. Reaction of 2 with Br(2) gave cis-(eta(5)-C(5)H(3))(2)(CMe(2))(2)}Ru(2)(CO)(4)Br(2) (3) in 88% yield. Reaction of 3 with AgOTf yields cis-[(eta(5)-C(5)H(3))(2)(CMe(2))(2)}Ru(2)(CO)(4)(mu-Br)][OTf] (4), while reaction of 3 with Me(3)NO and AgOTf yields cis-[(eta(5)-C(5)H(3))(2)(CMe(2))(2)}Ru(2)(CO)(2)(MeCN)(2)(mu-Br)][OTf] (5). Reaction of 3 under more forcing conditions with AgOTf in MeCN gave cis-[(eta(5)-C(5)H(3))(2)(CMe(2))(2)}Ru(2)(CO)(2)(MeCN)(4)][OTf](2) (6), while a MeCN/C(6)H(6) solvent combination afforded cis-[(eta(5)-C(5)H(3))(2)(CMe(2))(2)}Ru(2)(eta(6)-C(6)H(6))(2)][OTf](2) (7) in a 64% yield. Removal of the benzene ligands in 7 can be accomplished by first adding H(-) to the coordinated benzene ligands to afford cis-(eta(5)-C(5)H(3))(2)(CMe(2))(2)}Ru(2)(eta(5)-C(6)H(7))(2) (10). Subsequent protonation of 10 in MeCN afforded [cis-(eta(5)-C(5)H(3))(2)(CMe(2))(2)}Ru(2)(MeCN)(6)][OTf](2) (8) in 88% yield. Structural data for 4, 5, 7, and 10 are reported.