tri(3-furyl)phosphine | 33829-64-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: tri(3-furyl)phosphine
• 英文别名: Tri-(3-furyl)-phosphin；tris(furan-3-yl)phosphane
• CAS: 33829-64-0
• 化学式: C₁₂H₉O₃P
• 分子量: 232.175
• InChiKey: OWUCKJPTLCQJNG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  39.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tri(3-furyl)phosphine 在 sodium hexamethyldisilazane 作用下， 生成 Ethylidene-tri-furan-3-yl-λ⁵-phosphane
  参考文献：
  名称：

  Electronic Properties of Furyl Substituents at Phosphorus and Their Influence on ³¹P NMR Chemical Shifts

  摘要：

  The electronic properties of 2-furyl and 3-furyl substituents attached to phosphanes and phosphonium salts were studied by means of IR spectroscopy and experimental and computational P-31 NMR spectroscopy. The heteroaromatic systems proved to be electron withdrawing with respect to phenyl substituents. However, phosphorus atoms with attached furyl substituents are strongly shielded in NMR. The reason for this phenomenon was studied by solid state P-31 MAS NMR experiments. The chemical shift tensor was extracted, and the orientation within the molecules was determined. The tensor component sigma(33), which is effected the most by furyl systems, is oriented perpendicular to the P-C bonds of the substituents. P-furyl bonds are shorter than P-phenyl bonds. We assume therefore a lower ground-state energy of the molecules, because of the electron withdrawing properties of the 2-furyl systems. The sigma(para) component of the P-31 NMR magnetic shielding is therefore smaller, which results in an overall increase of the magnetic shielding.

  DOI：

  10.1021/ja057085u
• 作为试剂：
  描述：

  5-hydroxy-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one 在 吡啶 、 tris-(dibenzylideneacetone)dipalladium(0) 、 copper(l) iodide 、 tri(3-furyl)phosphine 、 水 、 caesium carbonate 、 三苯基膦 、 lithium chloride 、 potassium hydroxide 、 N,N'-二甲基乙二胺 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 N-甲基吡咯烷酮 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 34.0h， 生成 (4S,6R,7S,E)-6-(tert-butyldimethylsilyloxy)-7-methyl-1-(3-phenylpropiolamido)deca-1,9-dien-4-yl 2-acetoxy-6-allylbenzoate
  参考文献：
  名称：

  Synthesis and structure–activity studies of the V-ATPase inhibitor saliphenylhalamide (SaliPhe) and simplified analogs

  摘要：

  An efficient total synthesis of the potent V-ATPase inhibitor saliphenylhalamide (SaliPhe), a synthetic variant of the natural product salicylihalamide A (SaliA), has been accomplished aimed at facilitating the development of SaliPhe as an anticancer and antiviral agent. This new approach enabled facile access to derivatives for structure-activity relationship studies, leading to simplified analogs that maintain SaliPhe's biological properties. These studies will provide a solid foundation for the continued evaluation of SaliPhe and analogs as potential anticancer and antiviral agents. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.09.021

文献信息

• The chemistry of heteroarylphosphorus compounds. Part 15. Phosphorus-31 nuclear magnetic resonance studies of the donor properties of heteroarylphosphines towards selenium and platinum(II)
  作者：David W. Allen、Brian F. Taylor

  DOI：10.1039/dt9820000051

  日期：——

  The donor properties of a series of heteroarylphosphines (bearing 2- and 3-furyl, 2- and 3-thienyl, and 1-methylpyrrol-2-yl groups directly bound to phosphorus) towards selenium and platinum(II) acceptors have been investigated by 31P n.m.r. studies of the one-bond coupling constants 1J(77Se–31P) and 1J(195Pt–31P). It is shown that the respective coupling constants increase as the heteroaryl groups

  研究了一系列杂芳基膦（带有2-和3-呋喃基，2-和3-噻吩基和1-甲基吡咯-2-基直接键合到磷上）对硒和铂（II）受体的给体性质。单键耦合常数1 J（77 Se– 31 P）和1 J（195 Pt– 31 P）的31 P nmr研究。结果表明，随着杂芳基的吸电子性增加，各自的偶合常数增加，表明s增大。磷孤对的特征。考虑了这对于杂芳基膦和PPh 3的相对供体性质的含义。
• METAL COMPLEX HAVING AROMATIC RING LIGAND CONTAINING NITROGEN ATOM
  申请人：Kuramochi Yusuke

  公开号：US20120041203A1

  公开（公告）日：2012-02-16

  A metal complex containing a nitrogen-containing aromatic ring ligand which has a dendritic molecular chain, and a copper(I) ion or a silver(I) ion. For example, the metal complex which is represented by compositional formula (8): (wherein M + is a copper(I) ion or a silver(I) ion, L is a ligand, and X is a counter ion; p is a positive number, and q and r are each independently numerical numbers of 0 or more; R represents a hydrogen atom, a halogen atom, a cyano group, a nitro group, a carboxyl group, an amino group, an acylamino group, a silyl group, a hydroxyl group, an acyl group, a hydrocarbyl group, a hydrocarbyloxy group, a hydrocarbylthio group, or a heterocyclic group, wherein the amino group, the silyl group, the hydrocarbyl group, the hydrocarbyloxy group and the hydrocarbylthio group optionally have a substituent) has excellent heat resistance.

  一种含有氮杂环配体的金属络合物，其具有树枝状分子链，以及铜(I)离子或银(I)离子。例如，由组成式(8)表示的金属络合物：（其中M+为铜(I)离子或银(I)离子，L为配体，X为反离子；p为正数，q和r分别为大于等于0的数字；R代表氢原子、卤原子、氰基、硝基、羧基、氨基、酰胺基、硅基、羟基、酰基、烃基、烃氧基、烃硫基或杂环基，其中氨基、硅基、烃基、烃氧基和烃硫基可选地具有取代基）具有优异的耐热性。
• THIN FILM AND COMPOUND USED IN THE SAME
  申请人：Ohshita Joji

  公开号：US20130001472A1

  公开（公告）日：2013-01-03

  To provide a novel material exhibiting excellent light-emitting characteristics using a heavy metal element having relatively abundant reserve. A thin film containing a compound of Formula (1): wherein Ar 1 and Ar 2 are each independently a C 3-30 aromatic ring; R 1 and R 2 are a substituent; a and b are each independently an integer of 0 to 12, wherein when a is 2 or more, each R 1 is optionally different from each other and two R 1 are optionally bonded with each other to form a ring structure, and when b is 2 or more, each R 2 is optionally different from each other and two R 2 are optionally bonded with each other to form a ring structure; A 1 is any of direct bond, —O—, —S—, —S(═O)—, —S(═O) 2 —, —PR 3 —, —NR 4 —, and —C(—R 5 ) 2 —; R 3 is a hydrogen atom or a substituent; R 4 is a hydrogen atom or a substituent; R 5 is a hydrogen atom or a substituent and two R 5 are optionally different from each other; E 1 is a monovalent group having 50 or less carbon atoms; L 1 is a ligand having 50 or less carbon atoms; c is an integer of 0 to 3, wherein when c is 2 or more, each L 1 is optionally different from each other; and each combination of a combination of E 1 and Ar 1 and a combination of E 1 and Ar 2 optionally forms a bond; and when c is 1 to 3, each combination of a combination of L 1 and E 1 , a combination of L 1 and Ar 1 , a combination of L 1 and Ar 2 , and a combination of L 1 and L 1 optionally forms a bond.

  提供一种使用相对丰富的重金属元素制备出具有优异发光特性的新型材料。所述薄膜包含式（1）的化合物：其中Ar1和Ar2各自独立为C3-30芳香环；R1和R2为取代基；a和b各自独立为0至12的整数，当a为2或更多时，每个R1可选择不同，两个R1可选择相互连接形成环状结构；当b为2或更多时，每个R2可选择不同，两个R2可选择相互连接形成环状结构；A1为直接键，-O-，-S-，-S(═O)-，-S(═O)2-，-PR3-，-NR4-和-C(—R5)2-中的任意一种；R3为氢原子或取代基；R4为氢原子或取代基；R5为氢原子或取代基，两个R5可选择不同；E1为具有50个或更少碳原子的一价基团；L1为具有50个或更少碳原子的配体；c为0至3的整数，当c为2或更多时，每个L1可选择不同；当c为1至3时，每个L1和E1的组合，每个L1和Ar1的组合，每个L1和Ar2的组合，以及每个L1和L1的组合可选择相互连接。
• METAL COMPLEX HAVING AROMATIC LIGAND THAT CONTAINS NITROGEN ATOM
  申请人：Sumitomo Chemical Company, Limited

  公开号：EP2423192A1

  公开（公告）日：2012-02-29

  A metal complex containing a nitrogen-containing aromatic ring ligand which has a dendritic molecular chain, and a copper(I) ion or a silver(I) ion. For example, the metal complex which is represented by compositional formula (8) : (wherein M+ is a copper(I) ion or a silver(I) ion, L is a ligand, and X is a counter ion; p is a positive number, and q and r are each independently numerical numbers of 0 or more; R represents a hydrogen atom, a halogen atom, a cyano group, a nitro group, a carboxyl group, an amino group, an acylamino group, a silyl group, a hydroxyl group, an acyl group, a hydrocarbyl group, a hydrocarbyloxy group, a hydrocarbylthio group, or a heterocyclic group, wherein the amino group, the silyl group, the hydrocarbyl group, the hydrocarbyloxy group and the hydrocarbylthio group optionally have a substituent) has excellent heat resistance.

  一种含有含氮芳香环配体的金属络合物，该配体具有树枝状分子链，以及铜(I)离子或银(I)离子。例如，由组成式 (8) ： (其中 M+ 是铜(I)离子或银(I)离子，L 是配体，X 是反离子；p 是正数，q 和 r 分别独立地为 0 或以上的数字；R 代表氢原子、卤素原子、氰基、硝基、羧基、氨基、酰氨基、硅烷基、羟基、酰基、烃基、烃比氧基、烃硫基或杂环基，其中氨基、硅烷基、烃基、烃比氧基和烃硫基可选择具有取代基）具有优异的耐热性。
• Electronic Properties of Furyl Substituents at Phosphorus and Their Influence on ³¹P NMR Chemical Shifts
  作者：Marco Ackermann、Aurelia Pascariu、Thomas Höcher、Hans-Ullrich Siehl、Stefan Berger

  DOI：10.1021/ja057085u

  日期：2006.7.1

  The electronic properties of 2-furyl and 3-furyl substituents attached to phosphanes and phosphonium salts were studied by means of IR spectroscopy and experimental and computational P-31 NMR spectroscopy. The heteroaromatic systems proved to be electron withdrawing with respect to phenyl substituents. However, phosphorus atoms with attached furyl substituents are strongly shielded in NMR. The reason for this phenomenon was studied by solid state P-31 MAS NMR experiments. The chemical shift tensor was extracted, and the orientation within the molecules was determined. The tensor component sigma(33), which is effected the most by furyl systems, is oriented perpendicular to the P-C bonds of the substituents. P-furyl bonds are shorter than P-phenyl bonds. We assume therefore a lower ground-state energy of the molecules, because of the electron withdrawing properties of the 2-furyl systems. The sigma(para) component of the P-31 NMR magnetic shielding is therefore smaller, which results in an overall increase of the magnetic shielding.

表征谱图