Skeletal Rearrangement of Twisted Polycyclic Aromatic Hydrocarbons under Scholl Reaction Conditions

2017 ◽  
Vol 19 (12) ◽  
pp. 3227-3230 ◽  
Author(s):  
Shunpei Nobusue ◽  
Kazuya Fujita ◽  
Yoshito Tobe
2017 ◽  
Vol 53 (11) ◽  
pp. 1904-1907 ◽  
Author(s):  
Chada Raji Reddy ◽  
Uredi Dilipkumar ◽  
Ravula Shravya

A novel [4+2]-benzannulation approach to substituted polycyclic aromatic hydrocarbons has been developed under atom-economical, mild and metal-free reaction conditions.


1997 ◽  
Vol 36 (15) ◽  
pp. 1607-1610 ◽  
Author(s):  
Markus Müller ◽  
Vivekanantan S. Iyer ◽  
Christian Kübel ◽  
Volker Enkelmann ◽  
Klaus Müllen

1999 ◽  
Vol 65 (3) ◽  
pp. 1335-1339 ◽  
Author(s):  
Christopher C. R. Allen ◽  
Derek R. Boyd ◽  
Francis Hempenstall ◽  
Michael J. Larkin ◽  
Narain D. Sharma

ABSTRACT The biotransformation of the polycyclic aromatic hydrocarbons (PAHs) naphthalene and phenanthrene was investigated by using two dioxygenase-expressing bacteria, Pseudomonas sp. strain 9816/11 and Sphingomonas yanoikuyae B8/36, under conditions which facilitate mass-transfer limited substrate oxidation. Both of these strains are mutants that accumulate cis-dihydrodiol metabolites under the reaction conditions used. The effects of the nonpolar solvent 2,2,4,4,6,8,8-heptamethylnonane (HMN) and the nonionic surfactant Triton X-100 on the rate of accumulation of these metabolites were determined. HMN increased the rate of accumulation of metabolites for both microorganisms, with both substrates. The enhancement effect was most noticeable with phenanthrene, which has a lower aqueous solubility than naphthalene. Triton X-100 increased the rate of oxidation of the PAHs with strain 9816/11 with the effect being most noticeable when phenanthrene was used as a substrate. However, the surfactant inhibited the biotransformation of both naphthalene and phenanthrene with strain B8/36 under the same conditions. The observation that a nonionic surfactant could have such contrasting effects on PAH oxidation by different bacteria, which are known to be important for the degradation of these compounds in the environment, may explain why previous research on the application of the surfactants to PAH bioremediation has yielded inconclusive results. The surfactant inhibited growth of the wild-type strain S. yanoikuyae B1 on aromatic compounds but did not inhibit B8/36 dioxygenase enzyme activity in vitro.


2019 ◽  
Vol 64 (1) ◽  
pp. 55-67
Author(s):  
Vlad Pӑnescu ◽  
◽  
Mihaela Cӑtӑlina Herghelegiu ◽  
Sorin Pop ◽  
Mircea Anton ◽  
...  

2019 ◽  
Author(s):  
Yachu Du ◽  
Kyle Plunkett

We show that polycyclic aromatic hydrocarbon (PAH) chromophores that are linked between two five-membered rings can access planarized structures with reduced optical gaps and redox potentials. Two aceanthrylene chromophores were connected into dimer model systems with the chromophores either projected outward (2,2’-biaceanthrylene) or inward (1,1’-biaceanthrylene) and the optical and electronic properties were compared. Only the planar 2,2’-biaceanthrylene system showed significant reductions of the optical gaps (1 eV) and redox potentials in relation to the aceanthrylene monomer.<br>


2019 ◽  
Author(s):  
Yachu Du ◽  
Kyle Plunkett

We show that polycyclic aromatic hydrocarbon (PAH) chromophores that are linked between two five-membered rings can access planarized structures with reduced optical gaps and redox potentials. Two aceanthrylene chromophores were connected into dimer model systems with the chromophores either projected outward (2,2’-biaceanthrylene) or inward (1,1’-biaceanthrylene) and the optical and electronic properties were compared. Only the planar 2,2’-biaceanthrylene system showed significant reductions of the optical gaps (1 eV) and redox potentials in relation to the aceanthrylene monomer.<br>


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