C-carboranylmethylmagnesium bromide | 20199-64-8

• 英文名称: C-carboranylmethylmagnesium bromide
• 英文别名: (o-carboran-1-yl)methyl magnesium bromide；1-o-carboranylmethylmagnesium bromide；o-carboranylmethylmagnesium bromide
• CAS: 20199-64-8
• 化学式: C₃H₁₃B₁₀BrMg
• 分子量: 261.455
• InChiKey: NFNYTJHOFSDFTF-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  C-carboranylmethylmagnesium bromide 以 水 为溶剂， 生成 1-methyl-ortho-carborane
  参考文献：
  名称：

  Carboranes. II. The Preparation of 1- and 1,2-Substituted Carboranes

  摘要：

  DOI：

  10.1021/ic50010a008
• 作为产物：
  描述：

  1,2-Dicarbadodecaborane(12), 1-(bromomethyl)- 在 alkyl-MgBr 作用下， 以 四氢呋喃 为溶剂， 生成 C-carboranylmethylmagnesium bromide
  参考文献：
  名称：

  Zakharkin, L. I.; Grebennikov, A. V.; Vinogradova, L. E., Zhurnal Obshchei Khimii, 1968, vol. 38, p. 1008 - 1014

  摘要：

  DOI：

文献信息

• Ferrocenyl substituted oxo-derivatives of carboranes: Synthesis and some chemical transformations
  作者：Valentina A. Ol’shevskaya、Maria D. Kotova、Elena G. Kononova、Alexander S. Peregudov、Valery N. Kalinin

  DOI：10.1016/j.poly.2014.08.015

  日期：2015.1

  Abstract Friedel-Crafts acylation reaction of ferrocene with carborane carboxylic acid chlorides was shown to be a facile and convenient route for the preparation of carboranyl ferrocenyl oxo-derivatives in high yield. Compounds thus obtained were easily transformed into the corresponding alcohols using lithium aluminum hydride whereas their conversion into the corresponding ferrocenylalkyl carboranes

  摘要二茂铁与碳硼烷羧酸氯化物的Friedel-Crafts酰化反应被证明是一种高产率地制备碳硼烷基二茂铁氧代衍生物的简便方法。使用氢化锂铝将如此获得的化合物容易地转化为相应的醇，而用一氯铝烷将其转化为相应的二茂铁基烷基碳硼烷。在CAN催化下，研究了S-亲核试剂取代碳硼烷基二茂铁基醇中的羟基。
• Phosphorus derivatives of carboranes as ligands for Pd-catalyzed cross-coupling reactions
  作者：A. A. Tyutyunov、S. E. Lyubimov、E. G. Rys、T. A. Verbitskaya、P. V. Petrovskii、V. A. Davankov、V. N. Kalinin

  DOI：10.1007/s11172-008-0326-y

  日期：2008.11

  Carborane-containing phosphine ligands having different steric and electronic properties were synthesized. Testing of these ligands in the Pd-catalyzed Suzuki—Miyaura reaction showed higher catalytic activity for sterically congested phosphine ligands with acceptor carborane substituents.

  合成了具有不同空间和电子特性的含碳硼烷膦配体。在 Pd 催化的 Suzuki-Miyaura 反应中对这些配体的测试表明，对具有受体碳硼烷取代基的空间拥挤的膦配体具有更高的催化活性。
• New carborane-containing amino acids and their derivatives. Crystal structures of n-protected carboranylalaninates
  作者：S. V. Timofeev、V. I. Bregadze、S. N. Osipov、I. D. Titanyuk、P. V. Petrovskii、Z. A. Starikova、I. V. Glukhov、I. P. Beletskaya

  DOI：10.1007/s11172-007-0118-9

  日期：2007.4

  New alanine derivatives containing both the carboranyl and trifluoromethyl groups were synthesized by the reaction of organometallic derivatives of o-carborane with methyl trifluoropyruvate imines. When using the 1R-(−)-menthoxycarbonyl protecting group at the nitrogen atom, one of diastereomers was isolated and characterized. Trifluoromethyl-carboranylalanine methyl esters containing different protecting groups at the nitrogen atom were studied by X-ray diffraction. Both complete and partial deprotection of the amino and carboxy groups was performed.

  通过邻碳硼烷的有机金属衍生物与三氟丙酮酸甲酯亚胺的反应，合成了含有碳硼酰基和三氟甲基的新丙氨酸衍生物。当在氮原子上使用 1R-(-)-甲氧羰基保护基团时，分离并表征了其中一种非对映异构体。通过 X 射线衍射研究了氮原子上含有不同保护基团的三氟甲基-硼丙氨酸甲酯。对氨基和羧基进行了完全和部分脱保护。
• Synthesis and structure of diethyl (1-benzyloxycarbonylamino-1-carboranyl-3,3,3-trifluoropropyl)phosphonate
  作者：S. V. Timofeev、E. A. Prikaznova、Z. A. Starikova、S. N. Osipov、V. I. Bregadze

  DOI：10.1007/s11172-013-0279-7

  日期：2013.8

  C-carboranylmethylmagnesium bromide with diethyl (N-benzyloxycarbonyl-2,2,2-trifluoroethaneimidoyl)phosphonate gave P- and N-protected aminophosphonic acid, an organophosphorus analog of alanine. The phosphonate was characterized by 1H, 19F, and 31P NMR spectroscopy. X-ray diffraction analysis of diethyl (1-benzyloxycarbonylamino-1-carboranyl-3,3,3-trifluoropropyl)phosphonate showed that the molecules form dimers

  C-碳硼基甲基溴化镁与（N-苄氧羰基-2,2,2-三氟乙烷亚氨基酰基）膦酸二乙酯反应得到P-和N-保护的氨基膦酸，一种丙氨酸的有机磷类似物。膦酸盐通过 1H、19F 和 31P NMR 光谱表征。(1-benzyloxycarbonylamino-1-carboranyl-3,3,3-trifluoropropyl)膦酸二乙酯的X射线衍射分析表明，由于分子间氢键，分子在晶体中形成二聚体。
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: B: B-Verb.12, 4.6.1.1, page 1 - 23
  作者：

  DOI：——

  日期：——