3,5-bis(3,3-dimethyl-1-butyloxy)benzaldehyde | 446033-33-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3,5-bis(3,3-dimethyl-1-butyloxy)benzaldehyde
• 英文别名: 3,5-Bis(3,3-dimethyl-1-butyloxy)benzaldehyde；3,5-bis(3,3-dimethylbutoxy)benzaldehyde
• CAS: 446033-33-6
• 化学式: C₁₉H₃₀O₃
• 分子量: 306.445
• InChiKey: UUTACZQHMGZQGY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  22
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,5-bis(3,3-dimethyl-1-butyloxy)benzaldehyde 在 吡啶 、 N-溴代丁二酰亚胺(NBS) 、 三氟乙酸 作用下， 以 二氯甲烷 、 氯仿 为溶剂， 反应 23.25h， 生成 5-bromo-10,20-bis[3',5'-di(3,3-dimethyl-1-butyloxy)phenyl]porphyrin
  参考文献：
  名称：

  Decoupling Optical and Potentiometric Band Gaps in π-Conjugated Materials

  摘要：

  Syntheses, optical spectroscopy, potentiometric studies, and electronic structural calculations are reported for two classes of conjugated (porphinato)metal oligomers that feature a meso-to-meso ethyne-bridged linkage topology. One set of these systems, bis[(5,5'-10,20-bis[3,5-bis(3,3-dimethyl-1-butyloxy)phenyl]porphinato)zinc(II)]ethyne (DD), 5,15-bis[[5'-10',20'-bis[3,5-di(3,3-dimethyl-1-butyloxy)phenyl]porphinato)zinc(II)]ethynyl]-10,20-bis[3,5-di(9-methoxy-1,4,7-trioxanonyl)phenyl]porphinato)zinc(II) (DDD), and 5,15-bis[[15' '-(5'-10',20'-bis[3,5-bis(3,3-dimethyl-1-butyloxy)phenyl]porphinato)zinc(II)]-[(5' '-10' ',20' '-bis[3,5-di(9-methoxy-1,4,7-trioxanonyl)phenyl]porphinato)zinc(II)]ethyne]ethynyl]-10,20-bis[3,5-di(9-methoxy-1,4,7-trioxanonyl)phenyl]porphinato)zinc(II) (DDDDD), constitute highly soluble analogues of previously studied examples of this structural motif having simple 10,20-diaryl substituents, while a corresponding set of conjugated oligomers, [(5-10,20-bis[3,5-bis(3,3-dimethyl-1-butyloxy)phenyl]porphinato)zinc(II)]-[(5'-15'-ethynyl-10',20'-bis[10,20-bis(heptafluoropropyl)porphinato)zinc(II)]ethyne (DA), 5,15-bis[[5'-10',20'-bis[3,5-di(3,3-dimethyl-1-butyloxy)phenyl]porphinato)zinc(II)]ethynyl]-10,20-bis(heptafluoropropyl)porphinato]zinc(II) (DAD), and 5,15-bis[[15' '-(5'-10',20'-bis[3,5-bis(3,3-dimethyl-1-butyloxy)phenyl]porphinato)zinc(II)]-[(5' '-(10' ',20' '-bis(heptafluoropropyl)porphinato)zinc(II)]ethyne]ethynyl]-10,20-bis[3,5-di(9-methoxy-1,4,7-trioxanonyl)phenyl]porphinato)zinc(II) (DADAD), features alternating electron-rich and electron-poor (porphinato)zinc(II) units. Electrooptic and computational data for these species demonstrate that it is possible to engineer conjugated oligomeric structures that possess highly delocalized singlet (S1) excited states yet manifest apparent one-electron oxidation and reduction potentials (E1/20/+ and E1/2-/0 values) that are essentially invariant with respect to those elucidated for their constituent monomeric precursors.

  DOI：

  10.1021/ja0203925
• 作为产物：
  描述：

  3,3-二甲基-1-丁基酸酯 在 吡啶 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 17.0h， 生成 3,5-bis(3,3-dimethyl-1-butyloxy)benzaldehyde
  参考文献：
  名称：

  Decoupling Optical and Potentiometric Band Gaps in π-Conjugated Materials

  摘要：

  Syntheses, optical spectroscopy, potentiometric studies, and electronic structural calculations are reported for two classes of conjugated (porphinato)metal oligomers that feature a meso-to-meso ethyne-bridged linkage topology. One set of these systems, bis[(5,5'-10,20-bis[3,5-bis(3,3-dimethyl-1-butyloxy)phenyl]porphinato)zinc(II)]ethyne (DD), 5,15-bis[[5'-10',20'-bis[3,5-di(3,3-dimethyl-1-butyloxy)phenyl]porphinato)zinc(II)]ethynyl]-10,20-bis[3,5-di(9-methoxy-1,4,7-trioxanonyl)phenyl]porphinato)zinc(II) (DDD), and 5,15-bis[[15' '-(5'-10',20'-bis[3,5-bis(3,3-dimethyl-1-butyloxy)phenyl]porphinato)zinc(II)]-[(5' '-10' ',20' '-bis[3,5-di(9-methoxy-1,4,7-trioxanonyl)phenyl]porphinato)zinc(II)]ethyne]ethynyl]-10,20-bis[3,5-di(9-methoxy-1,4,7-trioxanonyl)phenyl]porphinato)zinc(II) (DDDDD), constitute highly soluble analogues of previously studied examples of this structural motif having simple 10,20-diaryl substituents, while a corresponding set of conjugated oligomers, [(5-10,20-bis[3,5-bis(3,3-dimethyl-1-butyloxy)phenyl]porphinato)zinc(II)]-[(5'-15'-ethynyl-10',20'-bis[10,20-bis(heptafluoropropyl)porphinato)zinc(II)]ethyne (DA), 5,15-bis[[5'-10',20'-bis[3,5-di(3,3-dimethyl-1-butyloxy)phenyl]porphinato)zinc(II)]ethynyl]-10,20-bis(heptafluoropropyl)porphinato]zinc(II) (DAD), and 5,15-bis[[15' '-(5'-10',20'-bis[3,5-bis(3,3-dimethyl-1-butyloxy)phenyl]porphinato)zinc(II)]-[(5' '-(10' ',20' '-bis(heptafluoropropyl)porphinato)zinc(II)]ethyne]ethynyl]-10,20-bis[3,5-di(9-methoxy-1,4,7-trioxanonyl)phenyl]porphinato)zinc(II) (DADAD), features alternating electron-rich and electron-poor (porphinato)zinc(II) units. Electrooptic and computational data for these species demonstrate that it is possible to engineer conjugated oligomeric structures that possess highly delocalized singlet (S1) excited states yet manifest apparent one-electron oxidation and reduction potentials (E1/20/+ and E1/2-/0 values) that are essentially invariant with respect to those elucidated for their constituent monomeric precursors.

  DOI：

  10.1021/ja0203925

文献信息

• Emissive multichromophoric systems
  申请人：——

  公开号：US20040067198A1

  公开（公告）日：2004-04-08

  Synthetic multichromophoric systems exhibiting low energy fluorescent excited states in which the transition dipoles of the pigment building blocks are correlated in defined phase relationships are provided. The polarized nature of these singlet excited states can be maintained over long (ns) timescales. In preferred embodiements ethyne- and butadiyne-bridged multiporphyrin species that manifest high excited-state anisotropies display exceptionally large emitting dipole strengths, establishing a new precedent for superradiant oligopigment assemblies.

  提供了合成的多色素系统，其低能量荧光激发态中色素构建块的跃迁偶极矩在定义的相位关系下相关。这些单态激发态的极化性质可以在长时间尺度（纳秒）内保持。在优选实施方案中，乙炔和丁二炔桥联的多卟啉物种表现出高激发态各向异性，显示出异常大的发射偶极矩强度，为超辐射寡色素组装开辟了新的先例。
• EMISSIVE MULTICHROMOPHORIC SYSTEMS
  申请人：The Trustees of The University of Pennsylvania

  公开号：EP1363916A2

  公开（公告）日：2003-11-26
• EP1363916A4
  申请人：——

  公开号：EP1363916A4

  公开（公告）日：2006-06-28
• [EN] EMISSIVE MULTICHROMOPHORIC SYSTEMS<br/>[FR] SYSTEMES MULTICHROMOPHORIQUES EMISSIFS
  申请人：UNIV PENNSYLVANIA

  公开号：WO2002104072A2

  公开（公告）日：2002-12-27

  Synthetic multichromophoric systems exhibiting low energy fluorescent excited states in which the transition dipoles of the pigment building blocks are correlated in defined phase relationships are provided. The polarized nature of these singlet excited states can be maintained over long (ns) timescales. In preferred embodiements ethyne- and butadiyne- bridged multiporphyrin species that manifest high excited-state anisotropies display exceptionally large emitting dipole strengths, establishing a new precedent for superradiant oligopigment assemblies.
• Decoupling Optical and Potentiometric Band Gaps in π-Conjugated Materials
  作者：Kimihiro Susumu、Michael J. Therien

  DOI：10.1021/ja0203925

  日期：2002.7.1

  Syntheses, optical spectroscopy, potentiometric studies, and electronic structural calculations are reported for two classes of conjugated (porphinato)metal oligomers that feature a meso-to-meso ethyne-bridged linkage topology. One set of these systems, bis[(5,5'-10,20-bis[3,5-bis(3,3-dimethyl-1-butyloxy)phenyl]porphinato)zinc(II)]ethyne (DD), 5,15-bis[[5'-10',20'-bis[3,5-di(3,3-dimethyl-1-butyloxy)phenyl]porphinato)zinc(II)]ethynyl]-10,20-bis[3,5-di(9-methoxy-1,4,7-trioxanonyl)phenyl]porphinato)zinc(II) (DDD), and 5,15-bis[[15' '-(5'-10',20'-bis[3,5-bis(3,3-dimethyl-1-butyloxy)phenyl]porphinato)zinc(II)]-[(5' '-10' ',20' '-bis[3,5-di(9-methoxy-1,4,7-trioxanonyl)phenyl]porphinato)zinc(II)]ethyne]ethynyl]-10,20-bis[3,5-di(9-methoxy-1,4,7-trioxanonyl)phenyl]porphinato)zinc(II) (DDDDD), constitute highly soluble analogues of previously studied examples of this structural motif having simple 10,20-diaryl substituents, while a corresponding set of conjugated oligomers, [(5-10,20-bis[3,5-bis(3,3-dimethyl-1-butyloxy)phenyl]porphinato)zinc(II)]-[(5'-15'-ethynyl-10',20'-bis[10,20-bis(heptafluoropropyl)porphinato)zinc(II)]ethyne (DA), 5,15-bis[[5'-10',20'-bis[3,5-di(3,3-dimethyl-1-butyloxy)phenyl]porphinato)zinc(II)]ethynyl]-10,20-bis(heptafluoropropyl)porphinato]zinc(II) (DAD), and 5,15-bis[[15' '-(5'-10',20'-bis[3,5-bis(3,3-dimethyl-1-butyloxy)phenyl]porphinato)zinc(II)]-[(5' '-(10' ',20' '-bis(heptafluoropropyl)porphinato)zinc(II)]ethyne]ethynyl]-10,20-bis[3,5-di(9-methoxy-1,4,7-trioxanonyl)phenyl]porphinato)zinc(II) (DADAD), features alternating electron-rich and electron-poor (porphinato)zinc(II) units. Electrooptic and computational data for these species demonstrate that it is possible to engineer conjugated oligomeric structures that possess highly delocalized singlet (S1) excited states yet manifest apparent one-electron oxidation and reduction potentials (E1/20/+ and E1/2-/0 values) that are essentially invariant with respect to those elucidated for their constituent monomeric precursors.