2,2-dimesityl(6,8-di-t-butyl)-4,5-benzo-2-germa-1,3-dioxolane | 110577-24-7

• 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: 2,2-dimesityl(6,8-di-t-butyl)-4,5-benzo-2-germa-1,3-dioxolane
• 英文别名: Ge(2,4,6-trimethylphenyl)2(3,5-bis(tert-butyl)-1,2-dioxidobenzene)；4,6-Ditert-butyl-2,2-bis(2,4,6-trimethylphenyl)-1,3,2-benzodioxagermole
• CAS: 110577-24-7
• 化学式: C₃₂H₄₂GeO₂
• 分子量: 531.274
• InChiKey: LFDYHZUFOBNZFX-UHFFFAOYSA-N

物化性质

• 熔点：
  50 °C (decomp)

计算性质

• 辛醇/水分配系数(LogP)：
  7.16
• 重原子数：
  35
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3,5-二叔丁基邻苯二酚 、 二氯双(2,4,6-三甲基苯基)锗 在 三甲胺 作用下， 以 苯 为溶剂， 以81%的产率得到2,2-dimesityl(6,8-di-t-butyl)-4,5-benzo-2-germa-1,3-dioxolane
  参考文献：
  名称：

  Cycloaddition of germylenes to 3,5-di-t-butyl orthoquinone

  摘要：

  DOI：

  10.1016/0022-328x(86)80434-x

文献信息

• Dimesitylgermylidene p-toluene sulfonamide: a new stable germanium—nitrogen doubly bonded species
  作者：F. El Baz、M. Rivière-Baudet、M. Ahra

  DOI：10.1016/s0022-328x(97)00449-x

  日期：1997.12

  A new stable germanium doubly bonded species is obtained by dehydrohalogenation of the corresponding N-halogenogermyl p-toluene sulfonamide. The dimesitylgermylidene p-toluene sulfonamide is a stable and very reactive reagent leading to addition reactions with protic species such as water, t-butanol or chloroform. With 3,5-di-t-butyl ortho-diphenol, the reaction leads to the corresponding dimesitylgermadioxolane

  通过相应的N-卤代锗烷基对甲苯磺酰胺的脱卤化氢获得了一种新的稳定的锗双键物种。二烯丙基亚苄基对甲苯磺酰胺是一种稳定且反应性极强的试剂，可导致与质子物种（例如水，叔丁醇或氯仿）的加成反应。与3,5-二-吨-丁基邻二酚，将反应导致与消除相应dimesitylgermadioxolane p -甲苯磺酰胺。与苯甲醛一起，二聚异亚丙基亚磺酰胺导致假维蒂格反应，并形成相应的亚苄基对甲苯磺酰胺。与3,5-二ŧ-叔丁基邻醌，该反应的第一步涉及单电子转移，最终导致二甲基苯乙烯基二氧杂环戊烷，并生成对甲苯磺酰胺基自由基，其特征是复制成N，N-双（对甲苯磺酰基）肼。
• Addition 1, 4 de divers organo- et organohaloge´no-hydrogermanes sur la di-t-butyl-3, 5 orthoquinone
  作者：P. Rivie`re、A. Castel、J. Satge´、D. Guyot、Y.H. Ko

  DOI：10.1016/0022-328x(88)80524-2

  日期：1988.1
• Reactivity Studies of N-Heterocyclic Carbene Complexes of Germanium(II)
  作者：Paul A. Rupar、Viktor N. Staroverov、Kim M. Baines

  DOI：10.1021/om100059z

  日期：2010.11.8

  The chemistry of three N-heterocyclic carbene (NHC) complexes of GeR2, where R = Cl (1), (OBu)-Bu-1 (2), Mes (3) (Mes = 2,4,6-trimethylphenyl), toward 2,3-dimethylbutadiene (DMB), 3,5-di-tert-butylorthoquinone, methyl iodide, pivalic acid, and benzophenone is reported. Upon heating, 2 and 3 cyclize with DMB to yield a germacyclopentene and free NHC. In contrast, 1 does not react with DMB. PB1PBE/6-311+G(d,p) model chemistry shows that the cycloaddition reactions of NHC-GeX2 (X = F, Cl) with butadiene are not thermodynamically favorable. 3,5-Di-tert-butylorthoquinone reacts rapidly with 1-3 to form cyclic products; in the case of 1 and 2, the NHC remains coordinated to the germanium, resulting in a hypervalent species. Compounds 1-3 react with methyl iodide by displacement of in each case [NHC-GeR2Me](+) is produced. Only compound 3 reacts in a controlled fashion with pivalic acid; both 1:1 and 1:2 adducts were characterized. Benzophenone failed to react with 1 or 2 but did undergo cycloaddition with 3. In comparison with uncomplexed GeR2 species, the NHC-GeR2 complexes are less reactive. The prospect of using NHC-GeR2 as a synthon for GeR2 appears to be reaction specific.
• N-Mésityl dimésitylgerma-imine
  作者：M. Rivière-Baudet、J. Satgé、A. Morère

  DOI：10.1016/0022-328x(90)80264-z

  日期：1990.4
• Stable germa-imines: Synthesis and reactivity of orthosubstituted anilinodimesitylgerma-imines
  作者：M. Rivière-Baudet、A. Khallaayoun、J. Satgé

  DOI：10.1016/0022-328x(93)83344-u

  日期：1993.12

  The orthosubstituted anilinodimesitylgerma-imines Mes(2)Ge=NAA (1) and Mes(2)Ge=NAE (2) where NAA is N-(dimethylanthranilamide) and NAE is N-(methylanthranilate) have been prepared by dehydrohalogenation of the corresponding halogenogermylamines. They are rare examples of thermally stable and monomeric germa-imines, probably stabilized by intramolecular C=O --> Ge coordination. They readily undergo addition reactions with water, ethanol, germanols, phenylacetylene and chloroform to form adducts in which the protonic H is bonded to nitrogen. They also add to 3,5-ditert-butylorthoquinone, forming thermally unstable (2 + 4) and (2 + 2) adducts which rearrange to the expected digermadioxolane and dimesitylgermoxane respectively. By 1-3 cycloaddition, N-tert-butyl-phenylnitrone adds to germa-imines 1 and 2, yielding the first stable 1-oxa-2,4-diaza-5-germolanes.