5385-62-6Relevant articles and documents
Unusual supramolecular donor-acceptor complexes of bis(crown)stilbenes and bis(crown)azobenzene with viologen analogs
Gromov,Vedernikov,Ushakov,Alfimov
, p. 793 - 801 (2008)
The results of the comprehensive study of novel supramolecular donor-acceptor complexes of bis(crown)stilbenes and bis(crown)azobenzene with viologen analogs are generalized. The original methodology for self-assembling of the organic donor-acceptor complexes possessing a very high thermodynamic stability is described. The hydrogen bonds between the peripheral fragments of the donor and acceptor play the key role in the self-assembling. The influence of different structural factors on the thermodynamic stability of the supramolecular donor-acceptor complexes and the efficiency of charge-transfer interactions between the donor and acceptor are discussed. The driving forces of the reaction leading to exotic trimolecular charge-transfer complexes are considered.
Biomimetic oxidative dimerization of anodically generated stilbene radical cations: Effect of aromatic substitution on product distribution and reaction pathways
Hong, Fong-Jiao,Low, Yun-Yee,Chong, Kam-Weng,Thomas, Noel F.,Kam, Toh-Seok
supporting information, p. 4528 - 4543 (2014/06/09)
A systematic study of the electrochemical oxidation of 1,2-diarylalkenes was carried out with the focus on detailed product studies and variation of product type as a function of aromatic substitution. A reinvestigation of the electrochemical oxidation of 4,4′-dimethoxystilbene under various conditions was first carried out, and all products formed were fully characterized and quantitated. This was followed by a systematic investigation of the effect of aromatic substitution on the nature and distribution of the products. The aromatic substituents were found to fall into three main categories, viz., substrates in which the nature and position of the aromatic substituents gave rise to essentially the same products as 4,4′- dimethoxystilbene, for example, tetraaryltetrahydrofurans, dehydrotetralins, and aldehydes (p-MeO or p-NMe2 on one ring and X on the other ring, where X = o-MeO or p-alkyl, or m- or p-EWG; e.g., 4-methoxy-4′- trifluoromethylstilbene); those that gave rise to a mixture of indanyl (or tetralinyl) acetamides and dehydrotetralins (or pallidols) (both or one ring substituted by alkyl groups, e.g., 4,4′-dimethylstilbene); and those where strategic placement of donor groups, such as OMe and OH, led to the formation of ampelopsin F and pallidol-type carbon skeletons (e.g., 4,3′,4′- trimethoxystilbene). Reaction pathways to rationalize the formation of the different products are presented.