Enantiodiscrimination of carboxylic acids using the diphenylprolinol NMR chiral solvating agents

文献情報

出版日 2015-11-26

DOI 10.1039/C5QO00264H

インパクトファクター 5.281

著者

Gaowei Li, Jiangming Cao, Wen Zong, Xinxiang Lei, Renxiang Tan

原文を見る

要旨

Enantiopure diphenylprolinols were synthesized from a commercially available starting material. The utility of 1H NMR spectroscopy for the differentiation of enantiomers using these chiral compounds as CSAs is stated, and their capacity acting as receptors for various carboxylic acids via hydrogen bonding is exploited. A linear relationship has been observed between the experimental and observed values of ee indicating the possible use of these compounds for quick and reliable analysis of enantiomerically enriched samples of various mandelic acids. From the experiments performed a preliminary conclusion indicated that the diphenylprolinol 1b with the free NH and OH is most effective in the chiral discrimination of carboxylic acids in 1H NMR.

掲載誌

Organic Chemistry Frontiers

CiteScore: 7.8

自己引用率: 8.7%

年間論文数: 724

Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

Enantiodiscrimination of carboxylic acids using the diphenylprolinol NMR chiral solvating agents

文献情報

おすすめジャーナル

関連文献

Enantioselective synthesis of chiral BCPs

Carbon atom insertion into N-heterocyclic carbenes to yield 3,4-dihydroquinoxalin-2(1H)-ones

Photoredox Ni-catalyzed decarboxylative arylation of oxamic acids for amide synthesis

Solvent- and catalyst-dependent palladium-catalyzed switchable chemodivergent cascade cyclizations of trimethylenemethanes with ortho-formyl cinnamates

Electrochemical selenocyclization of 2-ethynylanilines with diselenides: facile and efficient access to 3-selenylindoles

Pd-catalyzed vinyl C–H amination with diaziridinone

Gold catalyzed spirocyclization of 1-ene-4,9- and 3-ene-1,7-diyne esters to azaspiro[4.4]nonenones and azaspiro[4.5]decadienones

One-pot ipso-hydroxylation and ortho-/para-halogenation of (hetero)arylboronic acids under tungsten catalysis

Visible light as a sole requirement for alkylation of α-C(sp3)–H of N-aryltetrahydroisoquinolines with alkylboronic acids

Contents list

こちらもおすすめ

6-苄基-6,7-二氢-5H-吡咯并3,4-b吡啶とは何ですか？

半硫酸奎宁单水水合物はどのように保存すればよいですか？

D-核糖-5-リン酸二ナトリウムとは何ですか？

異丙基肼はどの業界で使用されていますか？

3-乙酰基-4-羟基喹啉-2(1H)-酮はどのように合成されますか？

Bobcat339はどのように保存すればよいですか？

5-溴-4-甲基-1H-吲唑とは何ですか？

3-(4メトキシフェニル)オキテナン-3カーボイル酸の代替品はありますか？

3-イリドオキシピロロ[2,3-b]ピリジン-5-カルボキシlic酸は安全ですか？

3-氟-4- iodobenolを取り扱う際の実験室安全事項は何ですか？

掲載誌

Organic Chemistry Frontiers

おすすめ化合物

9-(1,1':4',1''-Terphenyl-4-yl)-9H-carbazole

1-(3-Fluorophenyl)-1H-1,2,4-triazole-3-carboxylic acid

2,3,4,6-Tetraiodobenzoic acid

1-(4-tert-Butylphenyl)ethanol

2'-(Methylamino)-3-biphenylcarboxylic acid

おすすめサプライヤー