(1,3-dithian-2-yl)triphenylphosphonium chloride | 63822-67-3

• 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: (1,3-dithian-2-yl)triphenylphosphonium chloride
• 英文别名: 1,3-dithian-2-yl triphenylphosphonium chloride；1,3-dithian-2-yltriphenyl phosphonium chloride；1,3-dithiane-2-triphenylphosphonium chloride；1,3-Dithianyltriphenylphosphonium-chlorid；(1,3-Dithian-2-yl)(triphenyl)phosphanium chloride；1,3-dithian-2-yl(triphenyl)phosphanium;chloride
• CAS: 63822-67-3
• 化学式: C₂₂H₂₂PS₂*Cl
• 分子量: 416.975
• InChiKey: NHTHBXQPIWLVQY-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.14
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1,3-dithian-2-yl)triphenylphosphonium chloride 、 5-isobutyrylamino-6-(1-naphthylmethyloxy)-3-(2-thienyl)-1-indancarbaldehyde 在 sodium hydride 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 14.0h， 以181 mg的产率得到2-(5-isobutyrylamino-6-(1-naphthylmethyloxy)-3-(2-thienyl)indan-1-ylmethylene)-1,3-dithiane
  参考文献：
  名称：

  Design, syntheses, and structure–Activity relationships of indan derivatives as endothelin antagonists; new lead generation of non-peptidic antagonist from peptidic leads

  摘要：

  A new lead generation of non-peptidic ETA antagonists from two peptidic ETA-selective ones. BQ-123 and FR139317, was performed. Using computer assisted molecular modeling, a putative pharmacophore was constructed from the superposition of the reported three-dimensional structure of the cyclic peptide BQ-123 and a presumable beta -turn active conformation of the linear peptide FR139317 formed by an intramolecular hydrogen bond. According to this model, a new series of indan derivatives were designed and synthesized. Among these, 5-isobutyrylamino-6-(1-naphthylmethyloxy)-3-(2-thienyl)-3-indancarboxylic acid (1b) showed a moderate ETA antagonistic activity (IC50=28 muM). (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00241-8
• 作为产物：
  描述：

  2-chloro-1,3-dithiane 、 三苯基膦 以 苯 为溶剂， 以89.4%的产率得到(1,3-dithian-2-yl)triphenylphosphonium chloride
  参考文献：
  名称：

  Synthesis and Conformational Behavior of 2-Phosphonio- and 2-Phosphinyl-1,3-dithianes. Operation of the Generalized Anomeric Effect in the S-C-P+ System

  摘要：

  A stereoselective preparation of various 2-phosphinyl- and 2-phosphonio-1,3-dithianes by desulfurization of the appropriate 2-thiophosphoryl-1,3-dithianes was described. The structure of the title compounds was studied by means of H-1, C-13, and P-31 NMR methods. Configurational assignments were also based on chemical correlation and X-ray structure determination. Both the NMR studies of conformationally labile models and equilibration of diastereomeric compounds showed an increased preference of the phosphinyl and phosphonium groups for the axial orientation. Magnitude of the anomeric effect found varies in the range from ca. 6 kJ/mol in phosphines to more than 10 kJ/mol in phosphonium salts. The anomeric effect could stem from the n(s)-sigma*(c-p) hyperconjugative interaction. If phenyl groups are connected with phosphorus, overlap repulsion involving lone electron pairs of the endocyclic sulfur atoms and pi-electrons of phenyl rings should also be taken into account. The reverse anomeric effect was not observed. No manifestation of the exo anomeric effect in 2-phosphinyl-1,3-dithianes was found.

  DOI：

  10.1021/jo00121a043

文献信息

• Optimization of thermal stability and second-order nonlinear optical properties of thiophene derived chromophores
  作者：Alex K-Y. Jen、Varanasi Pushkara Rao、Kevin J. Drost、King Y. Wong、Michael P. Cava

  DOI：10.1039/c39940002057

  日期：——

  Based on the ‘unconventional’ dithiolydinemethyl type donors and tricyanovinyl acceptor; a new series of highly efficient (βµ= 940–2400 × 10–48 esu) and thermally stable (275–315 °C) thiophene derived nonlinear optical chromophores have been developed.

  基于“非常规”二硫代甲基型供体和三氰基乙烯基受体；开发了一系列新的高效（βμ= 940–2400 × 10–48 esu）和热稳定（275–315 °C）噻吩衍生的非线性光学发色团。
• Ketene dithioacetal as a π-electron donor in second-order nonlinear optical chromophores
  作者：Varanosi Pushkara Rao、Y. M. Cai、Alex K-Y. Jen

  DOI：10.1039/c39940001689

  日期：——

  It is shown experimentally that the ketene dithioacetal group is very effective as an electron-donating group in the design and synthesis of thermally stable and efficient second-order nonlinear optical chromophores.

  实验表明，烯酮二硫缩醛基团作为给电子基团在设计和合成热稳定且高效的二阶非线性光学发色团中非常有效。
• Backbone-modified oligonucleotide analogs and methods for using same
  申请人：——

  公开号：US20020183502A1

  公开（公告）日：2002-12-05

  Therapeutic oligonucleotide analogs which have improved nuclease resistance and improved cellular uptake are provided. Replacement of phosphorodiester inter-sugar linkages found in wild type oligomers with four atom linking groups forms unique di- and poly-nucleosides and nucleotides useful in regulating RNA expression and in therapeutics. Methods of synthesis and use are also disclosed.

  本发明提供了具有改良核酸酶抵抗性和改良细胞摄取能力的治疗性寡核苷酸类似物。通过用四原子连接基取代野生型寡聚物中发现的磷酸二酯间糖连接，形成独特的二核苷酸和多核苷酸，可用于调节RNA表达和治疗。还公开了合成和使用的方法。
• PHOTOACTIVABLE NITROGEN BASES
  申请人：Dietliker Kurt

  公开号：US20100105794A1

  公开（公告）日：2010-04-29

  Compounds of the Formula (I), (II) and (III) wherein Ar is for example phenylene, biphenylene or naphthylene, all of which are unsubstituted or substituted by C 1 -C 4 -alkyl, C 2 -C 4 -alkenyl, CN, OR 11 , SR 11 , CH2OR 11 , COOR 12 , CONR 12 R 13 or halogen; R 1 , R 2 , R 7 and R 8 independently of one another other are hydrogen or C 1 -C 6 -alkyl; R 3 and R 5 together and R 4 and R 6 together form a C 2 -C 6 -alkylene bridge which is unsubstituted or substituted by one or more C 1 -C 4 -alkyl; R 11 is hydrogen or C 1 -C 6 -alkyl; R 12 and R 13 independently of one another for example are hydrogen, phenyl, C 1 -C 18 -alkyl, C 1 -C 18 -alkyl which is interrupted by one or more O; n is 1-10; X is O, S or NR 10 ; A and A 1 are suitable linking groups; are suitable as photolatent bases.

  公式(I)、(II)和(III)的化合物，其中Ar可以是苯基、联苯基或萘基，它们都可以是未取代或被C1-C4烷基、C2-C4烯基、CN、OR11、SR11、CH2OR11、COOR12、CONR12R13或卤素取代的；R1、R2、R7和R8独立地是氢或C1-C6烷基；R3和R5在一起，R4和R6在一起形成一个未取代或被一个或多个C1-C4烷基取代的C2-C6烷基桥；R11是氢或C1-C6烷基；R12和R13独立地可以是氢、苯基、C1-C18烷基、被一个或多个O中断的C1-C18烷基；n为1-10；X为O、S或NR10；A和A1是适当的连接基团；它们适用于光致潜基。
• Functional heteroaromatics for NLO applications
  申请人：ENICHEM S.p.A.

  公开号：EP0585999A1

  公开（公告）日：1994-03-09

  Nonlinear optical materials having highly conjugated fused ring structures of two or three aromatic or heteroaromatic rings, at least one of which is a five-membered heteroaromatic ring, or structures of one to four non-fused five-membered heteroaromatic rings. Methods of tricyanovinylating heteroaromatic ring structures to form nonlinear optical materials are also disclosed. Polymers having the disclosed nonlinear optical materials as pendant side chains, which polymers exhibit second order nonlinear optical properties, and base polymers having pendant fused ring structures devoid of nonlinear optical properties that exhibit second order nonlinear optical properties after the covalent attachment of tricyanovinyl groups to the pendant side chains are disclosed. Methods of tricyanovinylating the pendant side chains of the base polymers are also disclosed.

  非线性光学材料具有由两个或三个芳香环或杂芳环（其中至少一个为五元杂芳环）组成的高度共轭融合环结构，或由一至四个非融合五元杂芳环组成的结构。此外，还公开了三氰基乙炔化杂芳环结构以形成非线性光学材料的方法。本发明还公开了具有所公开的非线性光学材料作为悬垂侧链的聚合物（该聚合物具有二阶非线性光学特性），以及具有无非线性光学特性的悬垂融合环结构的基质聚合物（该基质聚合物在将三氰基乙烯基共价连接到悬垂侧链后具有二阶非线性光学特性）。本发明还公开了对基体聚合物的垂侧链进行三氰基乙烯基化的方法。