Synthesis of mesomeric betaine compounds with imidazolium-enolate structure

• Nina Gonsior,
• Fabian Mohr and
• Helmut Ritter

Beilstein J. Org. Chem. 2012, 8, 390–397, doi:10.3762/bjoc.8.42

• ). Regarding our interest in supramolecular chemistry and the enhancement of water solubility, the ability of 3 to form inclusion complexes with randomly methylated (1.8) β-cyclodextrin (m-β-CD) was investigated by means of UV–vis spectroscopy. Therefore, the type of inclusion complex and the complex formation

A general and facile one-pot process of isothiocyanates from amines under aqueous conditions

• Nan Sun,
• Bin Li,
• Jianping Shao,
• Weimin Mo,
• Baoxiang Hu,
• Zhenlu Shen and
• Xinquan Hu

Beilstein J. Org. Chem. 2012, 8, 61–70, doi:10.3762/bjoc.8.6

• time. This rate difference could be originated from the different basicities and their differences in water solubility. Once the dithiocarbamate was generated, the desulfurylation step using TCT proceeded smoothly for all amines. The branched alkylamines, cyclic alkylamines and benzylamines showed

Synthesis of glycoconjugate fragments of mycobacterial phosphatidylinositol mannosides and lipomannan

• Benjamin Cao,
• Jonathan M. White and
• Spencer J. Williams

Beilstein J. Org. Chem. 2011, 7, 369–377, doi:10.3762/bjoc.7.47

• the protected trisaccharide 29 in 68% yield. Deprotection was achieved by sequential treatment with TFA/H2O and NaOMe/MeOH to afford the trisaccharide 4. Synthesis of glycoconjugates 5–10 Nitrobenzodiazole (NBD) dyes are useful fluorescent labels owing to their small size, low cost, superior water

• solubility relative to other common alternatives, and ability to be excited using visible, rather than ultraviolet light [44]. Hindsgaul and coworkers have reported the use of glycoconjugates with NBD dyes to streamline the detection of carbohydrate-lectin interactions and report that the NBD group displayed

Synthesis of cationic dibenzosemibullvalene-based phase-transfer catalysts by di-π-methane rearrangements of pyrrolinium-annelated dibenzobarrelene derivatives

• Heiko Ihmels and
• Jia Luo

Beilstein J. Org. Chem. 2011, 7, 119–126, doi:10.3762/bjoc.7.17

• salts of 2a–g have good solubility in aprotic polar solvents, especially in acetone and acetonitrile. To confer water-solubility on the cationic dibenzobarrelene derivatives 2b and 2d, the perchlorate salts were converted quantitatively to chlorides by ion exchange with chloride ions on an ion exchange

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

• when dispersed in water in a miniemulsion system [33]. These monomers are typically difficult to polymerize in traditional emulsion polymerizations because of the very low water solubility of the monomers and the oligomers. Functionality was introduced via copolymerization with protonated monomers such

Hybrid biofunctional nanostructures as stimuli-responsive catalytic systems

• Gernot U. Marten,
• Thorsten Gelbrich and
• Annette M. Schmidt

Beilstein J. Org. Chem. 2010, 6, 922–931, doi:10.3762/bjoc.6.98

• the immobilization of amino functional targets are obtained in a single polymerization step by grafting-from copolymerization of an active ester monomer from superparamagnetic cores. The comonomer, oligo(ethylene glycol) methyl ether methacrylate, has excellent water solubility at room temperature

Chromo- and fluorophoric water-soluble polymers and silica particles by nucleophilic substitution reaction of poly(vinyl amine)

• Katja Hofmann,
• Ingolf Kahle,
• Frank Simon and
• Stefan Spange

Beilstein J. Org. Chem. 2010, 6, No. 79, doi:10.3762/bjoc.6.79

• chromophoric and fluorescent carbonitrile-functionalized poly(vinyl amine) (PVAm) and PVAm/silica particles were synthesized by means of nucleophilic aromatic substitution of 8-oxo-8H-acenaphtho[1,2-b]pyrrol-9-carbonitrile (1) with PVAm in water. The water solubility of 1 has been mediated by 2,6-O-β

Molecular recognition of organic ammonium ions in solution using synthetic receptors

• Andreas Späth and
• Burkhard König

Beilstein J. Org. Chem. 2010, 6, No. 32, doi:10.3762/bjoc.6.32

An expedient synthesis of 5-n-alkylresorcinols and novel 5-n-alkylresorcinol haptens

• Kirsti Parikka and
• Kristiina Wähälä

Beilstein J. Org. Chem. 2009, 5, No. 22, doi:10.3762/bjoc.5.22

• water solubility more generally, aryl modified phosphonium salts, carrying a –COOH group [38] or PEG attachments [39], have been developed but require extensive synthetic work. Previously, non-stabilized alkylphosphonium salts have appeared much less amenable than the benzyl analogues. A single paper

Synthesis of imidazol- 1-yl-acetic acid hydrochloride: A key intermediate for zoledronic acid

• Santosh Kumar Singh,
• Narendra Manne,
• Purna Chandra Ray and
• Manojit Pal

Beilstein J. Org. Chem. 2008, 4, No. 42, doi:10.3762/bjoc.4.42

• additional step to produce the hydrochloride salt thereby increasing the number of steps. Moreover, due to its high degree of water solubility isolation of compound 3 often involved evaporation of water instead of extraction of the aqueous solution by a common organic solvent. All these drawbacks prevented

The Elbs and Boyland- Sims peroxydisulfate oxidations

• E. J. Behrman

Beilstein J. Org. Chem. 2006, 2, No. 22, doi:10.1186/1860-5397-2-22

• (amine)-peroxydisulfate ratio is large. Isolation of the product usually takes advantage of the high water solubility of the intermediate sulfate ester; acidification of the reaction mixture is followed by extraction of the unreacted starting material (in the case of phenols) by an appropriate organic

Synthesis of novel (1-alkanoyloxy- 4-alkanoylaminobutylidene)-1,1-bisphosphonic acid derivatives

• Petri A. Turhanen and
• Jouko J. Vepsäläinen

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

• , the in situ prepared disodium salt of HABBPA was a good starting material because of its good solubility in water [solubility of HABBPA, its mono- and disodium salts in water (5 ml) were 41.4 mg, 161.7 mg and > 1000 mg, respectively, which were tested in room temperature] and reactivity of amino group