Imidazole as a parent π-conjugated backbone in charge-transfer chromophores

• Jiří Kulhánek and
• Filip Bureš

Beilstein J. Org. Chem. 2012, 8, 25–49, doi:10.3762/bjoc.8.4

• with emission maxima at 410–515 nm [75]. A-π-D-π-A molecules 69 featuring a central phenothiazine donor moiety and two peripheral benzimidazole acceptor units were investigated by Ahn et al. [76]. These ambipolar molecules possess energy levels that are well-matched with the Fermi levels of the

Amines as key building blocks in Pd-assisted multicomponent processes

• Didier Bouyssi,
• Nuno Monteiro and
• Geneviève Balme

Beilstein J. Org. Chem. 2011, 7, 1387–1406, doi:10.3762/bjoc.7.163

• phenothiazine derivatives 72 starting from primary amines, 2-bromothiophenol and substituted 1-bromo-2-iodobenzenes [40]. Ferrocene ligands, such as dppf, and Pd2dba3 as the palladium source were found to be the most suitable and efficient catalyst systems for the preparation of a series of phenotiazine

• -alkynylindoles through a Pd-catalyzed Sonogashira/double C–N coupling reaction. Synthesis of indoles through a Pd-catalyzed sequential alkenyl amination/C-arylation/N-arylation. Synthesis of N-aryl-2-benzylpyrrolidines through a sequential N-arylation/carboamination reaction. Synthesis of phenothiazine

Conjugated polymers containing diketopyrrolopyrrole units in the main chain

• Bernd Tieke,
• A. Raman Rabindranath,
• Kai Zhang and
• Yu Zhu

Beilstein J. Org. Chem. 2010, 6, 830–845, doi:10.3762/bjoc.6.92

• polymer such as P-15 (Table 2) exhibited absorption and fluorescence maxima of 510 and 585 nm, respectively, the fluorescence quantum yield being 66%. Polymer/PCBM bulk heterojunction solar cells exhibited a power conversion efficiency of 0.16%. Cao et al. [53] prepared new fluorene-DPP-phenothiazine

• the electron affinity, and phenothiazine significantly enhanced the hole injection ability. ThiophenylDPP-based copolymers The replacement of the phenyl groups in 3,6-diphenyl-substituted DPP derivatives by thiophenyl groups resulted in 3,6-(2-thiophenyl)-substituted DPP derivatives (thiophenylDPPs

Synthesis, electronic properties and self-assembly on Au{111} of thiolated (oligo)phenothiazines

• Adam W. Franz,
• Svetlana Stoycheva,
• Michael Himmelhaus and
• Thomas J. J. Müller

Beilstein J. Org. Chem. 2010, 6, No. 72, doi:10.3762/bjoc.6.72

• towards the synthesis and study of (oligo)phenothiazine-based functional π-systems [40][41][42][43][44][45][46], we have now focused our attention on thiolated phenothiazines and (oligo)phenothiazines as “alligator-clips”. Here, we report the synthesis of phenothiazines and their oligomers bearing

• phenothiazine units are present, e.g., because of a back bending of the thiol-bound molecule to the gold surface in these cases, supported by additional gold-π-interactions with the terminal phenothiazine, which thus would hamper the formation of a SAM with an almost parallel intermolecular orientation. In

• , which can be very useful, for example, for co-adsorption of the moieties with a second, nonconductive molecule, which serves as an insulating matrix. Further studies directed toward such more-complex (oligo)phenothiazine SAMs on gold and functionalized redox manipulable surfaces, the nanoscopic

Synthetic incorporation of Nile Blue into DNA using 2′-deoxyriboside substitutes: Representative comparison of (R)- and (S)-aminopropanediol as an acyclic linker

• Daniel Lachmann,
• Sina Berndl,
• Otto S. Wolfbeis and
• Hans-Achim Wagenknecht

Beilstein J. Org. Chem. 2010, 6, No. 13, doi:10.3762/bjoc.6.13

• nucleic acids (TINA) [27][28], and by our group for fluorescent DNA base substitutions by ethidium [29][30], indole [31][32], thiazole orange [33][34], perylene bisimide [35][36] and phenothiazine [37]. This 2′-deoxyriboside substitution provides high chemical stability and conformational flexibility for

• (Scheme 2). In comparison to our earlier synthetic protocols for incorporation of ethidium [29][30], indole [31] and phenothiazine[37] the NH group of the carbamate is less nucleophilic and need not be protected during phosphoramidite synthesis. This facilitates the preparation of DNA building blocks as