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Showing 1 to 12 of 170 entries
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Rigidly Tethered Bis-phosphoric Acids: Generation of Tunable Chiral Fluorescent Frameworks and Unexpected Selectivity for the Detection of Ferric Ions.

Chemistry (Weinheim an der Bergstrasse, Germany)

Octa-Smolin F, Mitra R, Thiele M, Daniliuc CG, Stegemann L, Strassert C, Niemeyer J.
PMID: 28421632
Chemistry. 2017 Jul 26;23(42):10058-10067. doi: 10.1002/chem.201700954. Epub 2017 May 24.

We describe the straightforward synthesis of a series of bis-phosphoric acids (R,R)-1 a-d, featuring two chiral 1,1'-binaphthyl-phosphoric acid units that are tethered by rigid, π-conjugated linkers. The nature of the linker has a profound influence on the properties of...

Integration of aerobic oxidation and intramolecular asymmetric aza-Friedel-Crafts reactions with a chiral bifunctional heterogeneous catalyst.

Chemical science

Cheng HG, Miguélez J, Miyamura H, Yoo WJ, Kobayashi S.
PMID: 28451276
Chem Sci. 2017 Feb 01;8(2):1356-1359. doi: 10.1039/c6sc03849b. Epub 2016 Oct 05.

A new class of chiral bifunctional heterogeneous materials composed of Au/Pd nanoparticles and chiral phosphoric acids as active orthogonal catalysts was prepared by utilizing a facile pseudo-suspension co-polymerization method. It was found that this heterogeneous catalyst was capable of...

Direct Interconversion of BINOL and H8-BINOL-Based Chiral Brønsted Acids Using Single-Step Red/Ox Manipulations.

Organic letters

Tay JH, Arguelles AJ, Nagorny P.
PMID: 26196463
Org Lett. 2015 Aug 07;17(15):3774-7. doi: 10.1021/acs.orglett.5b01754. Epub 2015 Jul 21.

A direct single-step hydrogenation of BINOL-based chiral phosphoric acids, N-triflyl phosphoramides, and disulfonimides to the corresponding H8-BINOL Brønsted acids in excellent yields and chemoselectivities is described. In addition, the conditions for the single-step oxidation of H8-BINOL-based Brønsted acids into...

Revised Theoretical Model on Enantiocontrol in Phosphoric Acid Catalyzed H-Transfer Hydrogenation of Quinoline.

The Journal of organic chemistry

Pastor J, Rezabal E, Voituriez A, Betzer JF, Marinetti A, Frison G.
PMID: 29389117
J Org Chem. 2018 Mar 02;83(5):2779-2787. doi: 10.1021/acs.joc.7b03248. Epub 2018 Feb 09.

The enantioselective H-transfer hydrogenation of quinoline by Hantzsch ester is a relevant example of Brønsted acid catalyzed cascade reactions, with phosphoric acid being a privileged catalyst. The generally accepted mechanism points out the hydride transfer step as the rate-...

Goldilocks Catalysts: Computational Insights into the Role of the 3,3' Substituents on the Selectivity of BINOL-Derived Phosphoric Acid Catalysts.

Journal of the American Chemical Society

Reid JP, Goodman JM.
PMID: 27227372
J Am Chem Soc. 2016 Jun 29;138(25):7910-7. doi: 10.1021/jacs.6b02825. Epub 2016 Jun 08.

BINOL-derived phosphoric acids provide effective asymmetric catalysis for many organic reactions. Catalysts based on this scaffold show a large structural diversity, especially in the 3,3' substituents, and little is known about the molecular requirements for high selectivity. As a...

Enantiomeric separations of chiral sulfonic and phosphoric acids with barium-doped cyclofructan selectors via an ion interaction mechanism.

Analytical chemistry

Smuts JP, Hao XQ, Han Z, Parpia C, Krische MJ, Armstrong DW.
PMID: 24372088
Anal Chem. 2014 Jan 21;86(2):1282-90. doi: 10.1021/ac403686a. Epub 2013 Dec 27.

New cyclofructan-6 (CF6)-based chiral stationary phases (CSPs) bind barium cations. As a result, the barium-complexed CSPs exhibit enantioselectivity toward 16 chiral phosphoric and sulfonic acids in the polar organic mode (e.g., methanol or ethanol mobile phase containing a barium...

Catalytic asymmetric reactions by metal and chiral phosphoric acid sequential catalysis.

The Journal of organic chemistry

Yang ZP, Zhang W, You SL.
PMID: 25116832
J Org Chem. 2014 Sep 05;79(17):7785-98. doi: 10.1021/jo501300k. Epub 2014 Aug 18.

Catalytic asymmetric reactions promoted by metal catalysts and chiral phosphoric acids have become useful processes for the preparation of structurally diverse and complex organic compounds. This JOCSynopsis provides an overview of the most recent developments made in studies of...

Determination of the O/M ratios of polynary uranium oxides by Ce(IV)-Fe(II) back titration after dissolution in mixed sulphuric and phosphoric acids.

Analytical and bioanalytical chemistry

Fujino T, Sato N, Yamada K.
PMID: 15048467
Anal Bioanal Chem. 1996 Jan;354(3):374-5. doi: 10.1007/s0021663540374.

Uranium (IV) in polynary uranium oxides is determined after the solid has been dissolved in a warm mixed solution of sulphuric and phosphoric acids containing excess Ce(IV). The latter is titrated with a Fe(II) standard solution using ferroin as...

pKa prediction using group philicity.

The journal of physical chemistry. A

Parthasarathi R, Padmanabhan J, Elango M, Chitra K, Subramanian V, Chattaraj PK.
PMID: 16706412
J Phys Chem A. 2006 May 25;110(20):6540-4. doi: 10.1021/jp055849m.

Acid-base dissociation constants (pK(a) values) are important in understanding the chemical, environmental and toxicological properties of molecules. Though various methods have been developed to predict pK(a) by experimental and theoretical models, prediction of pK(a) is still complicated. Hence, a...

Yeast fermentation of pentose phosphoric acids.

The Biochemical journal

Dickens F.
PMID: 16746792
Biochem J. 1938 Sep;32(9):1645-53. doi: 10.1042/bj0321645.

No abstract available.

pKa values of chiral Brønsted acid catalysts: phosphoric acids/amides, sulfonyl/sulfuryl imides, and perfluorinated TADDOLs (TEFDDOLs).

Chemistry (Weinheim an der Bergstrasse, Germany)

Christ P, Lindsay AG, Vormittag SS, Neudörfl JM, Berkessel A, O'Donoghue AC.
PMID: 21714022
Chemistry. 2011 Jul 25;17(31):8524-8. doi: 10.1002/chem.201101157. Epub 2011 Jun 28.

No abstract available.

Binaphthol-derived phosphoric acid as a versatile catalyst for enantioselective carbon-carbon bond forming reactions.

Chemical communications (Cambridge, England)

Terada M.
PMID: 18802501
Chem Commun (Camb). 2008 Sep 21;(35):4097-112. doi: 10.1039/b807577h. Epub 2008 Jul 11.

Binaphthol-derived monophosphoric acids have been designed as novel chiral Brønsted-acid catalysts. The chiral phosphoric acids thus developed function as efficient enantioselective catalysts for a variety of organic transformations, especially for carbon-carbon bond forming reactions.

Showing 1 to 12 of 170 entries