126835-82-3Relevant academic research and scientific papers
Contorted aromatics: Via a palladium-catalyzed cyclopentannulation strategy
Bheemireddy, Sambasiva R.,Ubaldo, Pamela C.,Finke, Aaron D.,Wang, Lichang,Plunkett, Kyle N.
, p. 3963 - 3969 (2016/06/15)
We show that a new class of contorted polycyclic aromatic hydrocarbons (PAHs) containing five-membered rings can be prepared via a palladium-catalyzed cyclopentannulation followed by Scholl cyclodehydrogenation. The annulation chemistry can be accomplished between a di-arylethynylene and an appropriate aryl-dibromide to form 1,2,6,7-tetraarylcyclopenta[hi]aceanthrylenes and 1,2,6,7-tetraaryldicyclopenta[cd,jk]pyrenes. Scholl cyclodehydrogenation to close the externally fused aryl groups was accomplished only with properly arranged alkoxy substitutions and provides access to the pi-extended 2,7,13,18-tetraalkoxytetrabenzo[f,h,r,t]rubicenes and 2,7,13,18-tetraalkoxydibenzo[4,5:6,7]indeno[1,2,3-cd]dibenzo[4,5:6,7]indeno[1,2,3-jk]pyrenes. The final compounds each possess apparent [4]helicene-like arrangements with fused five-membered rings; however, only the 2,7,13,18-tetraalkoxytetrabenzo[f,h,r,t]rubicenes contort out of planarity owing to an additional [5]helicene like arrangement. Single crystal analysis of the contorted aromatic shows the PAHs stack in a lock-and-key like arrangement and pi-stack in a columnar arrangement. Solution-phase aggregation, as well as liquid crystalline mesophases, were found for derivatives with suitably attached solubilizing chains.
Structural-property relationship in pyrazino[2,3-g]quinoxaline derivatives: Morphology, photophysical, and waveguide properties
Wang, Xiao,Zhou, Yan,Lei, Ting,Hu, Nan,Chen, Er-Qiang,Pei, Jian
scheme or table, p. 3735 - 3745 (2011/11/14)
The objective of this contribution is to achieve crystalline one-dimensional organic micro/nanostructures by self-assembling for active waveguides and other optoelectronic nanodevices. To improve solid emitting performance for highly efficient waveguide f
Solid dimorphism of tetra-arylcyclobutadienecobalt derivatives bearing long aliphatic lateral groups
Yamanishi, Hiroko,Tomita, Ikuyoshi,Ohta, Kazuchika,Endo, Takeshi
, p. 47 - 61 (2007/10/03)
A new series of disk-like cyclobutadienecobalt derivatives symmetrically substituted by lateral alkoxy groups with different chain lengths (-O(CH2)nCH3, n=5, 6, 8, and 12) were prepared and their thermal phase transition b
Template-mediated synthesis of polycyclic aromatic hydrocarbons: Cyclodehydrogenation and planarization of a hexaphenylbenzene derivative at a copper surface
Weiss, Klaus,Beernink, Gunda,Doetz, Florian,Birkner, Alexander,Muellen, Klaus,Woell, Christof H.
, p. 3748 - 3752 (2007/10/03)
The deposition of polycyclic aromatic hydrocarbons on substrate surfaces is a key step for using such disklike molecules in nanoelectronic devices. An alternative to the (frequently problematic) preparation by evaporation or deposition from solution is to
