3,5-bis[trifluoromethyl]benzyltriphenylphosphonium bromide | 70638-92-5

• 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: 3,5-bis[trifluoromethyl]benzyltriphenylphosphonium bromide
• 英文别名: [3,5-Bis(trifluoromethyl)phenyl]methyl-triphenylphosphanium;bromide
• CAS: 70638-92-5
• 化学式: Br*C₂₇H₂₀F₆P
• 分子量: 569.324
• InChiKey: UKVAPIDEBJVZQD-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  4.22
• 重原子数：
  35
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3,5-bis[trifluoromethyl]benzyltriphenylphosphonium bromide 在 碘 、 四丁基碘化铵 、 sodium carbonate 作用下， 以 二氯甲烷 、 氘代乙腈 、 水 、 甲苯 为溶剂， 生成 (E,E)-1,4-bis[trifluoromethyl]styrylbenzene
  参考文献：
  名称：

  电子不对称二苯乙烯基苯在两个位点的选择性氧化

  摘要：

  DOI：

  10.1149/2.013307jes
• 作为产物：
  描述：

  3,5-双三氟甲基苄醇 在 三溴化磷 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 16.5h， 生成 3,5-bis[trifluoromethyl]benzyltriphenylphosphonium bromide
  参考文献：
  名称：

  通过钯催化的C ？由邻烯基苯酚一步合成苯并呋喃。H功能化

  摘要：

  C（的脱氢氧合SP 2）与分子内酚羟基H键已被开发，这提供了从结构上多样的苯并呋喃一个简单和简明的访问邻-alkenylphenols。该反应由钯/碳（Pd / C）催化，不带任何氧化剂且不牺牲氢受体。

  DOI：

  10.1002/adsc.201600082

文献信息

• Catalytic, oxidant-free, direct olefination of alcohols using Wittig reagents
  作者：E. Khaskin、D. Milstein

  DOI：10.1039/c5cc02902c

  日期：——

  Catalytic acceptorless coupling of alcohols with in situ generated phosphonium ylides forms olefins and H2, with significant stereospecificity.

  醇与原位生成的磷鎓叶立德的催化无受体偶联形成具有显着立体特异性的烯烃和H 2。
• Asymmetric Synthesis of Enantiopure Pyrrolidines by C(sp ³ )−H Amination of Hydrocarbons
  作者：Yanis Lazib、Pascal Retailleau、Tanguy Saget、Benjamin Darses、Philippe Dauban

  DOI：10.1002/anie.202107898

  日期：2021.9.27

  asymmetric synthesis of enantiopure pyrrolidines is reported via a streamlined strategy relying on two sequential C−H functionalizations of simple hydrocarbons. The first step is a regio- and stereoselective catalytic nitrene C−H insertion. Then, a subsequent diastereoselective cyclization involving a 1,5-hydrogen atom transfer (HAT) from a N-centered radical leads to the formation of pyrrolidines that can

  对映体纯吡咯烷的不对称合成是通过依赖于简单烃的两个连续 CH 官能化的简化策略报道的。第一步是区域选择性和立体选择性催化氮烯 CH 插入。然后，随后的非对映选择性环化反应涉及来自 N 中心自由基的 1,5-氢原子转移 (HAT)，导致形成吡咯烷，然后可以将其转化为游离的 NH 衍生物。
• Electrocatalytic Oxidative Cleavage of Electron-Deficient Substituted Stilbenes in Acetonitrile−Water Employing a New High Oxidation Potential Electrocatalyst. An Electrochemical Equivalent of Ozonolysis
  作者：Xin Wu、Anthony P. Davis、Albert J. Fry

  DOI：10.1021/ol7026416

  日期：2007.12.1

  A series of symmetrical and unsymmetrical stilbenes bearing two or more strong electron-withdrawing groups were oxidatively cleaved to the corresponding aldehydes in high yield by electrocatalytic anodic oxidation in aqueous acetonitrile employing a new high oxidation potential triphenylamine electrocatalyst. The oxidations apparently involve the corresponding 1,2-diols, which are also converted to aldehydes in high yield under the same conditions.
• Synthesis and bio-evaluation of novel quinolino-stilbene derivatives as potential anticancer agents
  作者：Vandana Srivastava、Hoyun Lee

  DOI：10.1016/j.bmc.2015.11.007

  日期：2015.12

  A series of 25 novel quinolino-stilbene derivatives were designed, synthesized and evaluated for their potential as anticancer agents. Three of them not only displayed quite potent antiproliferative activity with IC50 values <4 mu M but also showed approximately twofold selectivity against cancer cells, compared to non-cancerous cells. Three other compounds exhibited comparatively good activity with IC50 values in the range of 4-10 mu M, and the rest was moderately active or inactive. One of these viz. 3-[E-(4-fluorostyryl)]-2-chloroquinoline (compound 7B) caused substantial DNA damage and arrested cell cycle in S phase. Interestingly, 7B was very active against MDA-MB468 (IC50 = 0.12 mu M), but not against other cell lines examined. Compound 3-[Z-(3-(trifluoromethyl)styryl)]-2-chloroquinoline (12A), the most effective against all cancer cell lines examined, caused prolonged cell cycle arrest at mitosis and eventually apoptosis. Data from an in vitro study showed that compound 12A inhibited microtubule polymerization in a similar fashion to nocodazole. Further study using in silico molecular modeling revealed that 12A causes the impediment of microtubule polymerization by binding to tubulin at the same cavity where podophyllotoxin binds. (c) 2015 Elsevier Ltd. All rights reserved.
• Bicyclische Peroxide
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：EP0311955B1

  公开（公告）日：1993-04-21