Hexaphenylgermol | 15922-94-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: Hexaphenylgermol
• 英文别名: 1,1,2,3,4,5-hexaphenylgermacyclopentadiene；1,1,2,3,4,5-hexaphenylgermole；1,1-diphenyl-2,3,4,5-tetraphenylgermole；1,1,2,3,4,5-hexakis-phenylgermole
• CAS: 15922-94-8
• 化学式: C₄₀H₃₀Ge
• 分子量: 583.268
• InChiKey: MEWTVZZFEFCAKR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.56
• 重原子数：
  41
• 可旋转键数：
  6
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  Hexaphenylgermol 以 苯 为溶剂， 生成 (1R,3S,5r,7r)-2-(ethoxydiphenylgermyl)adamantane-2-thiol
  参考文献：
  名称：

  硫代龟烷的合成与化学

  摘要：

  DOI：

  10.1021/om00103a020
• 作为产物：
  描述：

  1,4-dilithio-1,2,3,4-tetraphenylbutadiene 以 四氢呋喃 、 乙醚 为溶剂， 生成 Hexaphenylgermol
  参考文献：
  名称：

  Electrochemical and Photophysical Properties of a Series of Group-14 Metalloles

  摘要：

  A series of six group-14 dimethyl- or diphenyl-tetraphenylmetallacyclopentadienes were synthesized and characterized by their spectroscopic and electrochemical properties. The group-14 elements investigated were silicon, germanium, and tin. (The compounds are designated according to the heteroatom and the substituent on the heteroatom, i.e., SiMe, SiPh, ..., SnPh.) Five of the six compounds luminesce in both the solid state and in solution. The emission maxima of SiPh, GePh, and SnPh are invariant to a change in the heteroatom, while for SiMe, GeMe, and SnMe there is a strong dependence of the emission maxima on the identity of the heteroatom. SiMe emits at a longer wavelength than GeMe, while SnMe is not luminescent. The dramatic luminescence difference between the two tin compounds was investigated. C-13 NMR coupling to Sn-119/117, observed in both SnMe and SnPh, was used to make C-13 NMR resonance assignments. Qualitative results of semiempirical molecular orbital calculations support the C-13 NMR assignments. The crystal structure data for SnPh was obtained at 20 degrees C: a = 10.353(2) Angstrom, b = 16.679(2) Angstrom, c = 9.482(1) Angstrom, alpha = 99.91(1)degrees, beta = 106.33(1)degrees, gamma = 77.80(1)degrees with Z = 2 in space group . It is proposed that the increased electron density at tin in SnMe is responsible for the deactivation of the emissive state. The presence of phenyl substituents in SnPh serves to stabilize the emissive state and luminescence is observed.

  DOI：

  10.1021/ic980662d

文献信息

• Synthese, reaktionen und struktur von tricarbonyl(1R,1R′,2,3,4,5-tetraphenyl-1-germacyclopentadien)eisen-komplexen
  作者：Peter Jutzi、Alfons Karl、Christian Burschka

  DOI：10.1016/s0022-328x(00)84613-6

  日期：1981.7

  The tricarbonyl(germacyclopentadiene)iron complexes VI–X are synthesized by the reaction of the germacyclopentadienes I–V with Fe(CO)5. In 1,1-dialkyl- and -diaryl-1-germacyclopentadiene complexes the GeC(exo) bond can be split by different element halides, whereby the 1-halo-1-germacyclopentadiene complexes XII, XIII, XV–XVII are formed. Decomplexation takes place by the reaction of complex XI with

  三羰基（锗环戊二烯）铁配合物VI-X是由环戊二烯I-V与Fe（CO）5反应合成的。在1，1-二烷基-和-二芳基-1- Germacyclopentadiene配合物中，GeC（exo）键可以被不同的卤化物分开，从而形成1-halo-1-germacyclopentadiene配合物XII，XIII，XV-XVII。 。通过配合物XI与Me 3 NO或TiCl 4的反应发生解配合作用。三羰基（1-氯-1-锗环戊二烯）铁（XII）与AgF，NaI，NaOMe和LiAlH 4反应生成配合物XIX-XXII。可以使用CCl 4将德国人XXII转移到XII。三羰基铁配合物XI，XII，XVI，XVII和XIX与三甲基膦发生光化学反应，生成二羰基（三甲基膦）配合物XXIII-XXVII。描述了三羰基（1-外-氟-1-内-甲基-2,3,4,5-四苯基-1-锗环戊二烯）铁的晶体结构。
• Time-resolved spectroscopic studies of the photochemistry of some diphenylgermylene (Ph₂Ge:) precursors
  作者：Cameron R Harrington、William J Leigh、Bryan K Chan、Peter P Gaspar、Dong Zhou

  DOI：10.1139/v05-148

  日期：2005.9.1

  The photochemistry of diphenylbis(trimethylsilyl)germane (2a) and 1,4-dihydro-5-methyl-1,2,3,4,9,9-hexaphenyl-1,4-germanonaphthalene (11) has been studied in solution by steady-state and laser flash photolysis methods with a view to detecting the transient germylene derivative diphenylgermylene (Ph₂Ge), which has previously been shown to be the major product of photolysis of 2a and a closely related derivative of 11. Steady-state trapping experiments confirm the formation of Ph₂Ge as the major germanium containing primary product in both cases; with 2a, the results indicate that other transient species are also formed in minor yields, including phenyl(trimethylsilyl)germylene (Ph(TMS)Ge, ca. 6%) and diphenyl(trimethylsilyl)germyl radicals (Ph₂(TMS)Ge, ≥15%). Laser flash photolysis of 2a in deoxy genated hexane solution yields a complex mixture of overlapping transient absorptions, which is shown to be comprised of Ph₂Ge, tetraphenyldigermene (15) and its oligomerization products, and another species with spectral characteristics similar to the Ph₂(TMS)Ge radical. The latter has been independently generated by hydrogen abstraction from diphenyl(trimethylsilyl)germane by tert-butoxyl radicals. Compound 11 extrudes Ph₂Ge more cleanly and efficiently upon photolysis in solution, yet laser flash photolysis affords excited triplet and triplet-derived species as the only detectable transient products; interpretation of the results for this compound is made difficult by its slow thermal decomposition to 5-methyl-1,2,3,4-tetraphenylnaphthalene. It is concluded that in spite of the fact that both 2a and 11 afford Ph₂Ge in high yield upon photolysis, they are poor precursors for study of the species in solution by time-resolved UV–vis methods, owing to the formation of other, more strongly absorbing transient products than Ph₂Ge, whose lowest energy absorption is characteristically weak.Key words: germylene, germyl radical, flash photolysis, disilylgermane, photochemistry.

  二苯基双(三甲基硅基)锗烷(2a)和1,4-二氢-5-甲基-1,2,3,4,9,9-六苯基-1,4-锗萘(11)的光化学在溶液中通过稳态和激光闪光光解方法进行了研究，旨在检测瞬态锗亚烯衍生物二苯基锗亚烯(Ph2Ge)，该物质已被证明是2a和11的密切相关衍生物的光解主要产物。稳态捕获实验证实，在这两种情况下，Ph2Ge作为主要含锗原料产品形成；对于2a，结果表明还形成其他瞬态物种，包括苯基(三甲基硅基)锗亚烯(Ph(TMS)Ge，约6%)和二苯基(三甲基硅基)锗基自由基(Ph2(TMS)Ge，≥15%)。在脱氧六烷溶液中激光闪光光解2a产生了复杂的重叠瞬态吸收物质混合物，其中包括Ph2Ge、四苯基二锗烯(15)及其寡聚物产物，以及具有类似于Ph2(TMS)Ge自由基的光谱特征的另一种物质。后者通过叔丁氧基自由基从二苯基(三甲基硅基)锗烷中独立产生。化合物11在溶液中光解时更干净、更高效地释放Ph2Ge，然而激光闪光光解仅产生激发的三重态和三重态衍生物作为唯一可检测的瞬态产物；由于其缓慢的热分解成5-甲基-1,2,3,4-四苯基萘，对于这种化合物的结果解释变得困难。尽管2a和11在光解时都能高产率产生Ph2Ge，但由于形成了比Ph2Ge更强烈吸收的其他瞬态产物，它们都不适合通过时间分辨UV-vis方法在溶液中研究这些物质。关键词：锗亚烯，锗基自由基，闪光光解，二硅基锗烷，光化学。
• Ando, Wataru; Itoh, Hiroyuki; Tsumuraya, Takeshi, Organometallics, 1989, vol. 8, # 12, p. 2759 - 2766
  作者：Ando, Wataru、Itoh, Hiroyuki、Tsumuraya, Takeshi

  DOI：——

  日期：——
• NEUMANN W. P.; SCHRIEWER M., TETRAHEDRON LETT., 1980, 21, NO 34, 3273-3276
  作者：NEUMANN W. P.、 SCHRIEWER M.

  DOI：——

  日期：——
• ANDO WATARU; TSUMURAYA TAKESHI, TETRAHEDRON LETT., 27,(1986) N 28, 3251-3254
  作者：ANDO WATARU、 TSUMURAYA TAKESHI

  DOI：——

  日期：——