Hexa-P-phenyl-P,P'-octanediyl-bis-phosphonium bromide | 23739-64-2

• 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: Hexa-P-phenyl-P,P'-octanediyl-bis-phosphonium bromide
• 英文别名: octamethylene-1,8-bis(triphenylphosphonium bromide)；octane-1,8-bis(triphenylphosphonium) dibromide
• CAS: 23739-64-2
• 化学式: 2Br*C₄₄H₄₆P₂
• 分子量: 796.605
• InChiKey: FMSIXBFRJOGEIV-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  6.32
• 重原子数：
  47.0
• 可旋转键数：
  15.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  Hexa-P-phenyl-P,P'-octanediyl-bis-phosphonium bromide 在 sodium hydroxide 作用下， 反应 10.0h， 以75.9%的产率得到Tetra-P-phenyl-P,P'-octanediyl-bis-phosphine oxide
  参考文献：
  名称：

  Understanding the Structural Properties of a Homologous Series of Bis-diphenylphosphine Oxides

  摘要：

  A homologous series of bis-diphenylphosphine oxides (CH2)(2)PO(CH2)(n)PO(C6H5)(2) (with n = 2-8; denoted 2-8] have been investigated to explore the effects of a range of competing and cooperative intermolecular and intramolecular interactions on the structural properties in the solid state. The important factors influencing the structural properties include intramolecular aspects such as the conformation of the aliphatic chain and the intramolecular interaction between the two P=O dipoles in the molecule, and intermolecular aspects such as long-range electrostatic interactions (dominated by the arrangement of the P=O dipoles), C-H ... O interactions, C-H ...pi interactions and pi ...pi interactions. Compounds 3 and 5 could be crystallized only as solvate co-crystals (3.water and 5.(toluene)(2)], whereas the crystal structures of all the other compounds contain only the bis-diphenylphospkine oxide molecule. The crystal structures have been determined from single-crystal X-ray diffraction data, with the exception of 7 (which has been determined here from powder X-ray diffraction data) and 4 (which was known previously), The compounds with even n represent a systematic structural series, exhibiting characteristic, essentially linear P=O ... P=O ... P=O dipolar arrays, together with C-H ... O and C-H ...pi interactions. For the compounds with odd n, on the other hand, uniform structural behaviour is not observed across the series, although certain aspects of these crystal structures contribute in a general sense to our understanding of the structural properties of bis-diphenylphosphine oxides. Importantly, for the compounds with odd n, there is "frustration" with regard to the molecular conformation, as the preferred all-anti conformation of the aliphatic chain gives rise to an unfavourable parallel alignment of the two P=O dipoles within the molecule. Clearly the importance of avoiding a parallel alignment of the P=O dipoles becomes greater as n decreases. Local structural aspects (investigated by high-resolution solid-state P-31 NMR spectroscopy) and thermal properties of the bis-diphenylphosphine oxide materials are also reported.

  DOI：

  10.1002/1521-3765(20000703)6:13<2338::aid-chem2338>3.0.co;2-n
• 作为产物：
  描述：

  1,8-二溴辛烷 、 三苯基膦 以 乙腈 为溶剂， 反应 48.0h， 以86%的产率得到Hexa-P-phenyl-P,P'-octanediyl-bis-phosphonium bromide
  参考文献：
  名称：

  对映体ω-官能化的C15α-氨基羧酸盐的合成。

  摘要：

  开发了合成对映体纯的ω-羟基，ω-羧基，ω-氧代和ω-氨基α-氨基酸和双-α-氨基酸的有效途径。ω-三苯甲基氧基δ，ε-不饱和α-氨基酸的合成是基于（2S）-2- [双（叔-丁氧基羰基）氨基] -5-氧戊酸甲酯与ω-三苯甲基氧基亚烷基三苯基膦的Wittig反应。氢化后，将ω-羟基α-氨基酸用作合成其他ω-官能化的α-氨基酸的原料。α-氨基酸或双-α-氨基酸的侧链的长度取决于用于制备膦烷的原料链烷二醇或二溴化物。

  DOI：

  10.1021/jo015768w

文献信息

• Menthane-Based Chloride-Bridged η³ -Bis-π-Allylpalladium Chloride Dimers: Catalytic Asymmetric Allylation of Imines
  作者：Amit K. Jha、Rodney A. Fernandes

  DOI：10.1002/ejoc.201900177

  日期：2019.5.8

  Menthane‐based η3‐bis‐π‐allylpalladium chloride dimer complexes with four chloride bridges were prepared for the first time. These complexes catalyze the asymmetric allylation of various imines with allyltributylstannane and one equivalent of water to give chiral homoallylamines in yields of 60–77 % and enantioselectivity up to er = 93:7.

  基于薄荷烷η 3 -双π-氯化烯丙基钯二聚物络合物与四座氯化锡桥梁被首次制备。这些络合物催化各种亚胺与烯丙基三丁基锡烷和一当量水的不对称烯丙基化反应，生成手性高烯丙基胺，产率为60-77％，对映选择性高达er = 93：7。
• Amino Acid Based Synthesis of Chiral Long Chain Diamines and Tetramines
  作者：Vassilios Loukas、Theodoros Markidis、George Kokotos

  DOI：10.3390/71000767

  日期：——

  A method for the synthesis of long chain diamines and tetramines starting from natural α-amino acids is reported. Diamines and tetramines were prepared through the Wittig olefination reaction of N-protected amino aldehydes obtained from phenylalanine and lysine. A 1,2,17,18-tetramine was synthesized using (2S)-1-azido-2-[bis(tert-butoxycarbonyl)-amino]-5-oxopentane as key-intermediate compound.

  本文报道了一种从天然α-氨基酸出发合成长链二胺和四胺的方法。通过从苯丙氨酸和赖氨酸获得的N-保护氨基醛的维蒂希烯化反应制备二胺和四胺。以(2S)-1-叠氮-2-[双(叔丁氧羰基)氨基]-5-氧代戊烷作为关键中间体化合物，合成了1,2,17,18-四胺。
• Chemistry of oxaziridines. 12. Oxidation of alkylidenetriphenylphosphoranes with N-sulfonyloxaziridines
  作者：Franklin A. Davis、Bang Chi Chen

  DOI：10.1021/jo00288a066

  日期：1990.1
• ω-Hydroxyalkyl-phosphonium salts as “instant-ylid” components : extremely convenient and highly cis-selective synthesis of alkenol-type pheromones
  作者：Bruno Schaub、Gottfried Blaser、M. Schlosser

  DOI：10.1016/s0040-4039(01)80804-2

  日期：——
• Aliphatic Phenylene Vinylene Copolymers: Tuning the Color of Luminescence through Co-monomer Feed Ratios
  作者：M. Hay、F. L. Klavetter

  DOI：10.1021/ja00132a011

  日期：1995.7

  By introducing co-monomers with flexible linker groups into a step growth condensation route to poly(phenylene-alt-vinylene) (PPV), a series of solution-processible PPV copolymers is prepared. Peak photoluminescence of these copolymers systematically ranges from about 2.25 to 2.75 eV (yellow-green to blue), increasing in energy upon increasing flexible Linker content. Length of the Linker group does not significantly alter spectral properties but does influence solubility and film morphology. The statistical distribution of phenylene vinylene segments along the copolymer backbone is discussed in the context of the optical profiles expected. Quantitative quenching of the luminescence for the shortest phenylene vinylene segments strongly indicates that crossover of excited states is occurring. The trapping and recombination of these excited states is occurring on lower-energy ''islands'', confirmed to be the longer phenylene vinylene segments, which serve as ideal recombination sites for photogenerated species.