5'-Pyrrolidino-2,2'-bithiophene-5-carboxaldehyde | 146823-45-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: 5'-Pyrrolidino-2,2'-bithiophene-5-carboxaldehyde
• 英文别名: 5-(5-Pyrrolidin-1-ylthiophen-2-yl)thiophene-2-carbaldehyde
• CAS: 146823-45-2
• 化学式: C₁₃H₁₃NOS₂
• 分子量: 263.384
• InChiKey: KRGJLAMAAZFLAB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  76.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5'-Pyrrolidino-2,2'-bithiophene-5-carboxaldehyde 在 sodium tetrahydroborate 、 magnesium sulfate 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 40.0h， 生成 (1R,2R)-N,N'-Bis-(5'-pyrrolidin-1-yl-[2,2']bithiophenyl-5-ylmethyl)-cyclohexane-1,2-diamine
  参考文献：
  名称：

  通过催化剂远程分子功能化控制不对称过程的立体化学结果：手性二氨基-低聚噻吩（DAT）作为不对称催化中的配体。

  摘要：

  介绍了新型的高度通用的手性C（2）-对称的二胺-低聚噻吩配体在钯催化的不对称转化中的合成，表征和结构导向的应用。描述了侧挂π-共轭寡聚噻吩在确定相应手性Pd配合物的催化活性中的亲密作用的实验研究。它们的异常行为为通过远程结构功能化对微调有机金属催化剂进行逻辑设计开辟了新的途径。

  DOI：

  10.1002/chem.200500889
• 作为产物：
  描述：

  5-溴噻吩-2-甲腈 在 四(三苯基膦)钯 、 正丁基锂 、 水 、 silica gel 、 二异丁基氢化铝 、 zinc(II) chloride 作用下， 反应 22.0h， 生成 5'-Pyrrolidino-2,2'-bithiophene-5-carboxaldehyde
  参考文献：
  名称：

  Fluorescent Bithiophene Chromophores: Synthesis and Application in CD Exciton Chirality Studies

  摘要：

  DOI：

  10.3987/com-97-s57

文献信息

• Amino(oligo)thiophene dyes, preparation thereof, and optical methods of use
  申请人：The University of Connecticut

  公开号：US08129532B2

  公开（公告）日：2012-03-06

  Amino(oligo)thiophene dyes useful for studying the electrophysiology of organelles, cells, and tissues are described. Compared to previously known dyes, the amino(oligo)thiophene dyes exhibit improved (faster) response to membrane potential changes, as well as the ability to be excited by 1064 nanometer femtosecond pulses. Methods of preparing the amino( oligo )thiophene dyes are also described.

  描述了用于研究细胞器、细胞和组织电生理学的氨基（寡）噻吩染料。与先前已知的染料相比，氨基（寡）噻吩染料表现出对膜电位变化的改善（更快）响应，以及能够被1064纳米飞秒脉冲激发的能力。还描述了制备氨基（寡）噻吩染料的方法。
• AMINO(OLIGO)THIOPHENE DYES, PREPARATION THEREOF, AND OPTICAL METHODS OF USE
  申请人：Loew Leslie M.

  公开号：US20090042227A1

  公开（公告）日：2009-02-12

  Amino(oligo)thiophene dyes useful for studying the electrophysiology of organelles, cells, and tissues are described. Compared to previously known dyes, the amino(oligo)thiophene dyes exhibit improved (faster) response to membrane potential changes, as well as the ability to be excited by 1064 nanometer femtosecond pulses. Methods of preparing the amino(oligo)thiophene dyes are also described.

  描述了用于研究细胞器、细胞和组织电生理学的氨基(寡聚)噻吩染料。与先前已知的染料相比，氨基(寡聚)噻吩染料对膜电位变化的响应更快，并且能够受到1064纳米飞秒脉冲的激发。还描述了制备氨基(寡聚)噻吩染料的方法。
• Synthesis and Solvatochromic Properties of Donor-Acceptor-Substituted Oligothiophenes
  作者：Franz Effenberger、Frank Wuerthner、Felix Steybe

  DOI：10.1021/jo00112a032

  日期：1995.4

  The Pd-catalyzed cross coupling reaction of electron donor-substituted thiophenes 1 with electron acceptor-substituted halothiophenes 2,10 via organozinc intermediates or organotin compounds 5 to give bi-, ter-, and quaterthiophenes 3, 4, 6, 8, 12, 13, and 14 is described. (Dimethylamino)-bithiophenes 8 with acceptor groups of varying reactivity were prepared via 5d in 60-80% yield, whereas bithiophenes 6d,e were obtained as a mixture with phenylthiophenes 7d,e. Symmetrical substituted byproducts 11 were formed in the conversion of 1b with bromothiophenes 10 via organozinc compounds yielding oligothiophenes 6b and 12. The ter- and quaterthiophenes 13 and 14 were isolated in about 50-70% yield. The electronic interactions between donor and acceptor end groups in the conjugated bithiophenes 3, 4, and 8 are expressed in the intensive and markedly solvatochromic CT transitions. The solvatochromic behavior of 3, 4, and 8 was determined by linear regression analyses of absorption maxima in 11 solvents, whereby bithiophene 3d was found to be a very appropriate indicator dye whose absorption wavenumbers ($) over bar nu(max)(3d) in aliphatic and dipolar aprotic and-on consideration of the polarizability correction term d delta-in aromatic and chlorinated solvents excellently correlate with the pi* values defined by Kamlet and Taft.
• FLUORESCENT DYE, PREPARATION METHOD AND USES THEREOF
  申请人：FLUORESCENCE DIAGNOSIS (SHANGHAI) BIOTECH COMPANY LTD.

  公开号：US20220214351A1

  公开（公告）日：2022-07-07

  A fluorescent dye, as well as a preparation method and uses thereof, wherein the fluorescent dye is sensitive and specific to viscosity and has low background fluorescence; it can also be used as a fluorescent activated and lighted probe used for fluorescent labeling, quantification or monitoring of protein, enzymes or nucleic acid.
• US8129532B2
  申请人：——

  公开号：US8129532B2

  公开（公告）日：2012-03-06