trans-6,13-dihydroxy-6,13-dihydropentacene | 783321-44-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 并四苯
• 英文名称: trans-6,13-dihydroxy-6,13-dihydropentacene
• 英文别名: 6,13-dihydropentacene-6,13-diol
• CAS: 783321-44-8
• 化学式: C₂₂H₁₆O₂
• 分子量: 312.368
• InChiKey: JSRDNZOCBVVRQB-HZCBDIJESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.47
• 重原子数：
  24.0
• 可旋转键数：
  0.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  40.46
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  trans-6,13-dihydroxy-6,13-dihydropentacene 在 sodium hydride 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.5h， 生成 cis-6,13-bis(n-octylthio)-6,13-dihydropentacene
  参考文献：
  名称：

  Synthesis and Cofacial π-Stacked Packing Arrangement of 6,13-Bis(alkylthio)pentacene

  摘要：

  [graphics]6,13-Bis(alkylthio)pentacenes directed toward organic field-effect transistors (OFETs) were synthesized by the ZnI2-mediated reaction of trans-6,13- dihydroxy-6,13-dihydropentacene with alkylthiols, followed by the dehydrogenative aromatization of the resulting trans-6,13-bis(alkylthio)6,13- dihydropentacenes with p-chloranil. The X-ray crystallographic analysis of 6,13-bis(methylthio)pentacene reveals that this compound is arranged as a result of cofacial pi-stacking with S-S and S-pi interactions.

  DOI：

  10.1021/ol060679x
• 作为产物：
  描述：

  6,13-五并苯醌 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 1.5h， 以77%的产率得到trans-6,13-dihydroxy-6,13-dihydropentacene
  参考文献：
  名称：

  Synthesis and Cofacial π-Stacked Packing Arrangement of 6,13-Bis(alkylthio)pentacene

  摘要：

  [graphics]6,13-Bis(alkylthio)pentacenes directed toward organic field-effect transistors (OFETs) were synthesized by the ZnI2-mediated reaction of trans-6,13- dihydroxy-6,13-dihydropentacene with alkylthiols, followed by the dehydrogenative aromatization of the resulting trans-6,13-bis(alkylthio)6,13- dihydropentacenes with p-chloranil. The X-ray crystallographic analysis of 6,13-bis(methylthio)pentacene reveals that this compound is arranged as a result of cofacial pi-stacking with S-S and S-pi interactions.

  DOI：

  10.1021/ol060679x

文献信息

• CLASS OF SOLUBLE, PHOTOOXIDATIVELY RESISTANT ACENE DERIVATIVES
  申请人：Miller Glen P.

  公开号：US20110130594A1

  公开（公告）日：2011-06-02

  The present invention is directed towards a new class of semi-conducting acene derivatives. These compounds are all soluble species and they all possess superior resistance to photooxidation as compared to their counterparts that lack the substitution patterns disclosed herein.

  本发明针对一种新型半导体芳香烃衍生物。这些化合物都是可溶性物种，与缺乏本文所披露的取代模式的对应物相比，它们都具有更优越的抗光氧化性能。
• Class of soluble, photooxidatively resistant acene derivatives
  申请人：Miller Glen P.

  公开号：US08513466B2

  公开（公告）日：2013-08-20

  The present invention is directed towards a new class of semi-conducting acene derivatives. These compounds are all soluble species and they all possess superior resistance to photooxidation as compared to their counterparts that lack the substitution patterns disclosed herein.

  本发明涉及一种新型的半导体蒽衍生物。这些化合物都是可溶性的物种，它们都具有比缺乏本文所披露的取代模式的对应物更优异的抗光氧化性能。
• US8513466B2
  申请人：——

  公开号：US8513466B2

  公开（公告）日：2013-08-20
• [EN] A NEW CLASS OF SOLUBLE, PHOTOOXIDATIVELY RESISTANT ACENE DERIVATIVES<br/>[FR] NOUVELLE CLASSE DE DÉRIVÉS D'ACÈNES SOLUBLES RÉSISTANT À LA PHOTO-OXYDATION
  申请人：UNIV NEW HAMPSHIRE

  公开号：WO2011066392A1

  公开（公告）日：2011-06-03

  The present invention is directed towards a new class of semi-conducting acene derivatives. These compounds are all soluble species and they all possess superior resistance to photooxidation as compared to their counterparts that lack the substitution patterns disclosed herein.