2,3,16,17-四溴-6,7,9,10,12,13,20,21,23,24,26,27-十二烷基二苯并[B,N][1,4,7,10,13,,16,19,22]八氧杂环四氢己酸 | 302929-56-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2,3,16,17-四溴-6,7,9,10,12,13,20,21,23,24,26,27-十二烷基二苯并[B,N][1,4,7,10,13,,16,19,22]八氧杂环四氢己酸
• 英文名称: 4,4',5,5'-tetrabromodibenzo[24]crown-8 ether
• 英文别名: 2,3,16,17-Tetrabromo-6,7,9,10,12,13,20,21,23,24,26,27-dodecahydrodibenzo[b,n][1,4,7,10,13,16,19,22]octaoxacyclotetracosine；14,15,30,31-tetrabromo-2,5,8,11,18,21,24,27-octaoxatricyclo[26.4.0.012,17]dotriaconta-1(32),12,14,16,28,30-hexaene
• CAS: 302929-56-2
• 化学式: C₂₄H₂₈Br₄O₈
• mdl: MFCD00314348
• 分子量: 764.098
• InChiKey: LHHOBWJONQINII-UHFFFAOYSA-N

物化性质

• 沸点：
  717.1±60.0 °C(Predicted)
• 密度：
  1.597±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  36
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  73.8
• 氢给体数：
  0
• 氢受体数：
  8

安全信息

• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  2,3,16,17-四溴-6,7,9,10,12,13,20,21,23,24,26,27-十二烷基二苯并[B,N][1,4,7,10,13,,16,19,22]八氧杂环四氢己酸 、 N-(ferrocenylmethyl)-4-(phenylazo)benzenemethanamine hydrohexafluorophosphate 以 乙醚 、 二氯甲烷 为溶剂， 以32%的产率得到
  参考文献：
  名称：

  Reversible Laser-Induced Bending of Pseudorotaxane Crystals

  摘要：

  This study investigated the dynamic photo-response of pseudorotaxane crystals with azobenzene and ferrocenyl groups in the axle component. X-ray crystallography showed pseudorotaxanes with a methylazobenzene group and a dibromophenylene ring in the cyclic component to exhibit twisting of the trans-azobenzene groups at torsion angles of 17 degrees and 38 degrees, respectively. Repeated alternating laser irradiation of the crystals at 360 and 445 nm produced bending of 20-30 degrees in opposite directions, with no evidence of decay. Under 44S nm irradiation, bending took place within 0.3 s. A crystal of nonsubstituted pseudorotaxane showed bending of only 2 degrees under 360 nm irradiation due to multiple pi-pi interactions between the planar trans-azobenzene groups. The pseudorotaxane crystals have two chromophores, bent rapidly and reversibly on irradiation at rates depending on the molecular structure.

  DOI：

  10.1021/jacs.7b10998
• 作为产物：
  描述：

  二苯并-24-冠醚-8 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以65 %的产率得到2,3,16,17-四溴-6,7,9,10,12,13,20,21,23,24,26,27-十二烷基二苯并[B,N][1,4,7,10,13,,16,19,22]八氧杂环四氢己酸
  参考文献：
  名称：

  冠醚作为二级配位球的二胍基苯配体的氧化还原和配位化学

  摘要：

  具有氧化还原活性胍配体的过渡金属络合物的电子结构和氧化还原性质通过将冠醚功能作为二级配位球连接到该配体上而改变。

  DOI：

  10.1002/ejic.202400299

文献信息

• Metal ion-modulated self-assembly of pseudo-suit[3]anes using crown ether-based terpyridine metalloprisms
  作者：Yun-Chi Wang、Yen-Peng Liang、Jhen-Yu Cai、Yun-Jui He、Yin-Hsuan Lee、Yi-Tsu Chan

  DOI：10.1039/c6cc07452a

  日期：——

  The host–guest inclusion rates of two metallo-supramolecular pseudo-suit[3]anes are modulated by metal–terpyridine interactions in the metallo-suits.

  两个金属超分子伪suit [3]ane的主-客体包含率受金属-三吡啶相互作用在金属suit中的调节。
• Reversible Laser-Induced Bending of Pseudorotaxane Crystals
  作者：Shao-Chi Cheng、Kai-Jen Chen、Yuji Suzaki、Yoshitaka Tsuchido、Ting-Shen Kuo、Kohtaro Osakada、Masaki Horie

  DOI：10.1021/jacs.7b10998

  日期：2018.1.10

  This study investigated the dynamic photo-response of pseudorotaxane crystals with azobenzene and ferrocenyl groups in the axle component. X-ray crystallography showed pseudorotaxanes with a methylazobenzene group and a dibromophenylene ring in the cyclic component to exhibit twisting of the trans-azobenzene groups at torsion angles of 17 degrees and 38 degrees, respectively. Repeated alternating laser irradiation of the crystals at 360 and 445 nm produced bending of 20-30 degrees in opposite directions, with no evidence of decay. Under 44S nm irradiation, bending took place within 0.3 s. A crystal of nonsubstituted pseudorotaxane showed bending of only 2 degrees under 360 nm irradiation due to multiple pi-pi interactions between the planar trans-azobenzene groups. The pseudorotaxane crystals have two chromophores, bent rapidly and reversibly on irradiation at rates depending on the molecular structure.
• 10.1002/ejic.202400299
  作者：Haaf, Sebastian、Henel, Carmen L. M.、Kreis, Franka、Bruttel, Melanie、Kaifer, Elisabeth、Osterbrink, Johanna、Hübner, Olaf、Himmel, Hans-Jörg

  DOI：10.1002/ejic.202400299

  日期：——

  The electronic structure and redox properties of a transition metal complex with a redox-active guanidine ligand is varied by attaching a crown ether function as secondary coordination sphere to this ligand.

  具有氧化还原活性胍配体的过渡金属络合物的电子结构和氧化还原性质通过将冠醚功能作为二级配位球连接到该配体上而改变。