5,12-bis(4-(tert-butyl)phenoxy)-2-(2,5-di-tert-butylphenyl)-8-(4-nitrophenyl)-1H-benzo[10,5]anthra[2,1,9-def]isoquinoline-1,3(2H)-dione | 282094-11-5

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 5,12-bis(4-(tert-butyl)phenoxy)-2-(2,5-di-tert-butylphenyl)-8-(4-nitrophenyl)-1H-benzo[10,5]anthra[2,1,9-def]isoquinoline-1,3(2H)-dione
• CAS: 282094-11-5
• 化学式: C₆₂H₅₈N₂O₆
• 分子量: 927.152
• InChiKey: CRBITEFPNWTMHU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16.89
• 重原子数：
  70.0
• 可旋转键数：
  7.0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  98.98
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  5,12-bis(4-(tert-butyl)phenoxy)-2-(2,5-di-tert-butylphenyl)-8-(4-nitrophenyl)-1H-benzo[10,5]anthra[2,1,9-def]isoquinoline-1,3(2H)-dione 在 盐酸 、 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 、 tin(ll) chloride 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 30.0h， 生成
  参考文献：
  名称：

  Ultrafast Photoswitched Charge Transmission through the Bridge Molecule in a Donor−Bridge−Acceptor System

  摘要：

  A Donor-Bridge-Acceptor molecule, D-B-A, was synthesized to probe the effects of changing the electronic state of the bridge molecule, B, on the rates of electron transfer within D-B-A. Selective photoexcitation of D in a tetrahydrofuran solution of D-B-A with 400 nm, 130 fs laser pulses at t = 0 ps results in photoinduced electron transfer to yield the ion pair D+-H--A with tau = 60 ps, which undergoes a subsequent charge shift with tau = 140 ps to yield the long-lived ion pair D+-B-A(-) (tau = 700 ns). Subsequent selective photoexcitation of B within D+-B-A(-) with a 520 nm, 150 fs laser pulse at t = 500 ps results in about 20% of the D+-B-A(-) population undergoing charge recombination with tau = 100 ps. This charge recombination rate is about 7000 times faster than the normal recombination rate of the ion pair. The results demonstrate that formation of the lowest excited singlet state of the bridge molecule B significantly alters the reaction pathways leading to charge recombination. Thus, D-B-A can be viewed as a molecular switch in which the D+-B-A(-) state can be rapidly turned on and off using 400 and 520 nm laser pulses, respectively.

  DOI：

  10.1021/ja000219d
• 作为产物：
  描述：

  1,6-bis(4-tert-butylphenoxy)-9-[2-(bromide)ethynyl]-N-(2,5-di-tert-butylphenyl)-3,4-perylenedicarboximide 、 4-(tri-n-butylstannyl)nitrobenzene 在 四(三苯基膦)钯 作用下， 以 甲苯 为溶剂， 反应 72.0h， 以80.8%的产率得到5,12-bis(4-(tert-butyl)phenoxy)-2-(2,5-di-tert-butylphenyl)-8-(4-nitrophenyl)-1H-benzo[10,5]anthra[2,1,9-def]isoquinoline-1,3(2H)-dione
  参考文献：
  名称：

  Ultrafast Photoswitched Charge Transmission through the Bridge Molecule in a Donor−Bridge−Acceptor System

  摘要：

  A Donor-Bridge-Acceptor molecule, D-B-A, was synthesized to probe the effects of changing the electronic state of the bridge molecule, B, on the rates of electron transfer within D-B-A. Selective photoexcitation of D in a tetrahydrofuran solution of D-B-A with 400 nm, 130 fs laser pulses at t = 0 ps results in photoinduced electron transfer to yield the ion pair D+-H--A with tau = 60 ps, which undergoes a subsequent charge shift with tau = 140 ps to yield the long-lived ion pair D+-B-A(-) (tau = 700 ns). Subsequent selective photoexcitation of B within D+-B-A(-) with a 520 nm, 150 fs laser pulse at t = 500 ps results in about 20% of the D+-B-A(-) population undergoing charge recombination with tau = 100 ps. This charge recombination rate is about 7000 times faster than the normal recombination rate of the ion pair. The results demonstrate that formation of the lowest excited singlet state of the bridge molecule B significantly alters the reaction pathways leading to charge recombination. Thus, D-B-A can be viewed as a molecular switch in which the D+-B-A(-) state can be rapidly turned on and off using 400 and 520 nm laser pulses, respectively.

  DOI：

  10.1021/ja000219d