Identification and synthesis of impurities formed during sertindole preparation

• I. V. Sunil Kumar,
• G. S. R. Anjaneyulu and
• V. Hima Bindu

Beilstein J. Org. Chem. 2011, 7, 29–33, doi:10.3762/bjoc.7.5

• hydrochloride monohydrate (14) under acidic conditions affords 5-chloro-1-(4-fluorophenyl)-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole hydrochloride (15). Reduction of 15 in the presence of platinum oxide yields 5-chloro-1-(4-fluorophenyl)-3-(4-piperdinyl)-1H-indole (9) which on condensation with 1-(2

• platinum catalyzed reduction of indole 15 is a critical reaction, whilst a prolonged reaction time leads to dehalogenated product 2, termination without complete reduction leads to indole 9 contaminated with 15. This contaminated material upon condensation with imidazolidinone 16 results in sertindole (1

• )-impurity 21 (Scheme 4). The catalytic hydrogenation of indole 19 proved to be a difficult reaction as significant formation of the dehalogenated products was observed, repeated recrystallization from MeOH afforded pure indole 20. Since dehalogenation was observed during the platinum oxide reduction of the

Miniemulsion polymerization as a versatile tool for the synthesis of functionalized polymers

• Daniel Crespy and
• Katharina Landfester

Beilstein J. Org. Chem. 2010, 6, 1132–1148, doi:10.3762/bjoc.6.130

• copolymerized with styrene to yield functionalized particles [34][35] and their uptake by cells was studied [34]. In general, with increased functional groups, an increase in the uptake into cells could be observed. Copolymer particles of styrene and acrylic acid were used to encapsulate a platinum(II) complex

Redox-active tetrathiafulvalene and dithiolene compounds derived from allylic 1,4-diol rearrangement products of disubstituted 1,3-dithiole derivatives

• Filipe Vilela,
• Peter J. Skabara,
• Christopher R. Mason,
• Thomas D. J. Westgate,
• Asun Luquin,
• Simon J. Coles and
• Michael B. Hursthouse

Beilstein J. Org. Chem. 2010, 6, 1002–1014, doi:10.3762/bjoc.6.113

• anhydrous CH2Cl2 with 0.1 M tetrabutylammonium hexafluorophosphate as the supporting electrolyte. Glassy carbon, platinum wire, and Ag/AgCl electrodes were used as the working, counter and reference electrodes, respectively. The cyclic voltammograms are shown in Figure 7, and the potential values of the

• voltammetric analyser with iR compensation, in anhydrous dichloromethane, with aqueous Ag/AgCl as the reference electrode and platinum wire and gold disk as the counter and working electrodes, respectively. The solution was degassed (N2) and contained the substrate in a concentration of ca. 10−3 M together

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

• mm platinum disk, the counter-electrode was a platinum wire, and the reference electrode was an Ag/AgCl electrode. The potentials were corrected to the internal standard of Fc/Fc+ in CH2Cl2 (E00/+1 = 450 mV) [61]. 7-Bromo-10,10′,10″,10′″-tetrahexyl-10H,10′H,10″H,10′″H-3,3′:7′,3″:7″,3

Functional properties of metallomesogens modulated by molecular and supramolecular exotic arrangements

• Alessandra Crispini,
• Mauro Ghedini and
• Daniela Pucci

Beilstein J. Org. Chem. 2009, 5, No. 54, doi:10.3762/bjoc.5.54

• ligand extensively used in the synthesis of cyclometallated iridium(III) and platinum(II) derivatives [46][47] but whose reactivity towards Pd(II) centres is unexplored. This kind of ligand has been functionalised with a chiral group such as a cholesteryl ester unit, introduced as terminal substituent in

• soft materials with non-conventional structures. Platinum(II) and Zinc(II) For the less explored Pt(II) and Zn(II) metal centres versatile 2,2′-bipyridines have been selected since they are well-known building blocks for the formation of inorganic functional nanomaterials [51]. The complexation of non

A convenient method for preparing rigid-core ionic liquid crystals

• Julien Fouchet,
• Laurent Douce,
• Benoît Heinrich,
• Richard Welter and
• Alain Louati

Beilstein J. Org. Chem. 2009, 5, No. 51, doi:10.3762/bjoc.5.51

• containing 0.1 M NBu4PF6 as supporting electrolyte at a platinum working electrode. The peak potentials are given vs. a SCE. Representative cyclic voltammograms of 1a are shown in Figure 10. The anodic portion of the voltage scan displays two oxidation steps having peak potentials of 0.42 V and 0.68 V, and

Synthesis of mesogenic phthalocyanine-C₆₀ donor–acceptor dyads designed for molecular heterojunction photovoltaic devices

• Yves Henri Geerts,
• Olivier Debever,
• Claire Amato and
• Sergey Sergeyev

Beilstein J. Org. Chem. 2009, 5, No. 49, doi:10.3762/bjoc.5.49

• as a working electrode. A spiral platinum wire was employed as counter electrode and an Ag/AgCl/KCl(sat) used as reference electrode was connected to the cell solution via a salt bridge containing a saturated aqueous KCl solution. The Ag/AgCl electrode was checked against the ferrocene/ferrocinium

New diarylmethanofullerene derivatives and their properties for organic thin- film solar cells

• Daisuke Sukeguchi,
• Surya Prakash Singh,
• Mamidi Ramesh Reddy,
• Hideyuki Yoshiyama,
• Rakesh A. Afre,
• Yasuhiko Hayashi,
• Hiroki Inukai,
• Tetsuo Soga,
• Shuichi Nakamura,
• Norio Shibata and
• Takeshi Toru

Beilstein J. Org. Chem. 2009, 5, No. 7, doi:10.3762/bjoc.5.7

• ) using a platinum electrode and tetrabutylammonium hexafluorophosphate as the supporting electrolyte in THF. Reduction potentials are listed in Table 1. The obtained cyclic voltammetry data were reversible. The first reduction potentials depend on the electron-donating nature of the substituents, in

Facile synthesis of two diastereomeric indolizidines corresponding to the postulated structure of alkaloid 5,9E- 259B from a Bufonid toad (Melanophryniscus)

• Angela Nelson,
• H. Martin Garraffo,
• Thomas F. Spande,
• John W. Daly and
• Paul J. Stevenson

Beilstein J. Org. Chem. 2008, 4, No. 6, doi:10.1186/1860-5397-4-6

• at about δ 3.27 ppm. Reduction of the alkene 5 with hydrogen and a heterogeneous catalyst gave the product indolizidines as a mixture of C8 diastereoisomers. When platinum oxide was used as catalyst, a 1:1 mixture of diastereoisomers resulted, but when platinum-on-carbon was employed, a 4:1 mixture

Analogues of amphibian alkaloids: total synthesis of (5R,8S,8aS)-(−)-8-methyl- 5-pentyloctahydroindolizine (8-epi-indolizidine 209B) and [(1S,4R,9aS)-(−)-4-pentyloctahydro- 2H-quinolizin- 1-yl]methanol

• Joseph P. Michael,
• Claudia Accone,
• Charles B. de Koning and
• Christiaan W. van der Westhuyzen

Beilstein J. Org. Chem. 2008, 4, No. 5, doi:10.1186/1860-5397-4-5

• approach of the reductant towards the more remote face of the double bond. Gratifyingly, hydrogenation of intermediate 39 over platinum oxide catalyst in ethanol at a pressure of five atmospheres produced the quinolizidine (−)-40 as a single diastereomer in 97% yield. The diastereoselectivity is manifestly

Effect of transannular interaction on the redox- potentials in a series of bicyclic quinones

• Grigoriy Sereda,
• Jesse Van Heukelom,
• Miles Koppang,
• Sudha Ramreddy and
• Nicole Collins

Beilstein J. Org. Chem. 2006, 2, No. 26, doi:10.1186/1860-5397-2-26

• dissolved in 25 mL of 0.1 M (n-C4H9)4N+BF4− (electrochemical grade from Southwestern Analytical) in acetonitrile (HPLC grade) and placed in a three electrode electrochemical cell. The working electrode was a BAS platinum electrode (Bioanalytical Systems, West Lafayette, IN, area ca. 0.02 cm2), the auxiliary

Multiple hydride reduction pathways in isoflavonoids

• Auli K. Salakka,
• Tuija H. Jokela and
• Kristiina Wähälä

Beilstein J. Org. Chem. 2006, 2, No. 16, doi:10.1186/1860-5397-2-16

• starting materials but overall yields in these multistep procedures tend to be low, and free hydroxy groups are not compatible. Another strategy involves the hydrogenation of isoflavones using a palladium or platinum catalyst but mixtures of reduction products are often formed [9][10]. Certain hydride