As part of a collaborative research project aimed at designing new chemicals active on mosquito larvae, we sought accessible raw materials and an efficient synthesis method for preparing large amounts of active substances. For this we selected retinoic acid, which has functionality close to that of juvenile hormones. From this molecule we developed ester and trifluoromethyl ketone synthesis that was fast and led to good yields.

We report on a new approach for creating water-soluble functionalized vesicles employing N-alkyl-3-boronopyridinium triflates (alkyl = Me, C12H25, C16H33) as sensors for monosaccharides. The nanoaggregate properties were studied by means of DLS, TEM, high-resolution (1)H NMR, and the solvatochromic dyes Reichardt's betaine and Methyl Orange. The vesicles were shown to have 30-200 nm diameters depending on the amphiphile chain length. Diol binding to the vesicles was studied by steady-state fluorescence and UV-vis using Alizarin Red S as a probe in the solution at pH 7.4 in the presence and in the absence of D-glucose and D-fructose. Strong sensing ability of boronic acid functional moieties in the order D-fructose > D-glucose was demonstrated, and apparent binding constants were estimated.

In this paper, we describe a simple and efficient procedure of original N-alkyl-3-boronopyridinium triflates synthesis and report on the surface properties of these surfactants. Key micellar parameters were obtained, the critical micelle concentrations (CMC values) were determined and compared to conventional ionic surfactants as well as the surface activity of these surfactants (pC 20 value and the surface tension at the CMC). These new boronic functionalized surfactants exhibit a stunning efficiency in their tendency to self-assemble and are significantly more surface active that their conventional analogues. This new family of surfactants represents a new direction in both functionality and performance, and may open perspectives in chemical synthesis and applications.

A simple and efficient protocol for the preparation of a series of N-alkyl-3-boronopyridinium salts is described which requires exposure of 3-pyridineboronic acid neopentylglycol ester and corresponding alkyle halide to microwave irradiation followed by boronic ester hydrolysis. The technique employed drastically reduces the reaction time and prevents thermal degradation and the formation of side products. Water solutions of the obtained boronopyridinium salts are shown to be stable at room temperature in wide pH range as well as in the presence of hydrogen peroxide at pH 10.0 for 72 h.

The palladium (II) chloride catalyzed coupling reaction of N-alkylpyridiniumboronic acids with benzoic anhydride was carried out smoothly in water to give high yields of ketones without the use of a phosphine ligand. The reaction was conducted under mild conditions at room temperature. In this article, by focusing on the Suzuki reaction, it is shown how this method can impact modern synthetic chemistry, making reactions faster, easier and cleaner. Copyright © 2009 John Wiley & Sons, Ltd.

The synthesis of a number of new 2,2'-bipyridine ligands functionalized with bulky amino side groups is reported. Three homoleptic polypyridyl ruthenium (II) complexes, [Ru(L)(3)](2+) 2(PF6-), where L is 4,4'-dioctylaminomethyl-2,2'-bipyridine (Ru4a), 4,4'-didodecylaminomethyl-2,2'-bipyridine (Ru4b) and 4,4'-dioctadodecylaminomethyl-2,2'-bipyridine (Ru4c), have been synthesized. These compounds were characterized and their photophysical properties examined. The electronic spectra of three complexes show pyridyl pi -> pi* transitions in the UV region and metal-to-ligand charge transfer bands in the visible region. Copyright (c) 2005 John Wiley & Sons, Ltd.

The epoxidation of RMN3, mixt fluorinated-hydrogenated alkene of formula C8F17CH2CH=CH-iBu, leads to the corresponding epoxide in different yields up to 90%, depending on the nature of the nitrogen ligand. The main purpose of this study was to investigate the influence of the bipyridine, substituted or not, with fluorocarbon or hydrocarbon chains as well as the position of these moieties onto the pyridine cycle. (c) 2005 Academie des sciences. Publie par Elsevier SAS. Tous droits reserves.

The conversion of 1,omega-dialcohols (C-6-C-16) to dihalides-clibromides and diiodides-was successfully obtained in the couple "PTSA/1-alkyl-3-methylimidazolium ionic liquids" (OMIM/X, BMIM/X; i-PMIM/X) for 2 h at 110degreesC. The dihalogenation was improved by the use of microwaves irradiation. The "PTSA-ionic liquid"-couple was regenerated and reused. The kinetics of halogenation of fatty dialcohols confirmed the A2 (or SN2c) mechanism in which monohalogenation was four-fold faster than dihalogenation. (C) 2004 Elsevier B.V. All rights reserved.

A new family of azaheteroarylboronic acids was synthesized with good yields (70% to 75%). The proposed strategy utilizes an improved transmetalation reaction from Grignard azine reagents and tris-trimethylsilylborate, little. used until now.

Novel 3-alkoxy-2-pyridinylboronic acids bearing, in their 3-position, linear alkoxy or perfluoroalkoxy chains with n carbon atoms (n = 6, 8, 10, 12 and 18) 2a–2g are synthesized from 2-bromo-3-pyridinol, which is the common starting product. Our alternative procedure for the synthesis of 3-alkoxy-2-bromopyridine in a phase-transfer catalysis system is to carry out the reaction in a solid–liquid medium in the presence of a quaternary ammonium salt under microwave irradiation. General and versatile synthetic methods have been developed for preparation of a large variety of new 2-pyridinylboronic acids bearing two alkylated or perfluoroalkylated side chains with an ether junction in the 3-position. Copyright © 2003 John Wiley & Sons, Ltd.

We show that ionic liquids such as 1-octyl-3-methylimidazolium bromide or iodide (OMIM/X) make excellent reagents and solvents for the transformation of fatty alcohols into fatty halides in the presence of paratoluene sulfonic acid (PTSA). The conversion used either direct or microwave heating with excellent yields. The ionic liquid was successfully regenerated and reused.

New azaheteroarylboronic acids open the possibilities of the Suzuki cross-coupling reactions to build multi-purpose organometallic ligands with good yields (48%-65%). The access to hydroxypyridines and hydroxypyrimidines is also described.

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTKinetics of the hydrolysis of the potentially pesticidal N-(4-pyridyl)carbamates in micellar solutionHubert Matondo, Alain De Savignac, Michel Bergon, Jean Pierre Calmon, and Armand LattesCite this: J. Agric. Food Chem. 1990, 38, 4, 1106–1109Publication Date (Print):April 1, 1990Publication History Published online1 May 2002Published inissue 1 April 1990https://pubs.acs.org/doi/10.1021/jf00094a044https://doi.org/10.1021/jf00094a044research-articleACS PublicationsRequest reuse permissionsArticle Views76Altmetric-Citations4LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InRedditEmail Other access optionsGet e-Alertsclose Get e-Alerts

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTSynthesis, mechanism of action, and herbicidal activity of new aryl and alkyl N-(4-pyridyl)carbamatesHubert Matondo, Norma Benevides, Michel Tissut, Michel Bergon, Alain De Savignac, Jean Pierre Calmon, and Armand LattesCite this: J. Agric. Food Chem. 1989, 37, 1, 169–172Publication Date (Print):January 1, 1989Publication History Published online1 May 2002Published inissue 1 January 1989https://pubs.acs.org/doi/10.1021/jf00085a039https://doi.org/10.1021/jf00085a039research-articleACS PublicationsRequest reuse permissionsArticle Views141Altmetric-Citations7LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InRedditEmail Other access optionsGet e-Alertsclose Get e-Alerts