2-Naphthol as a powerful chromophore for the configurational assignment of carboxylic acid groups via the CD exciton chirality method |
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| Institution: | 1. Department of Image Science and Engineering, Pukyong National University, Busan 608-737, Republic of Korea;2. Department of Chemistry, Sri Venkateswara University, Tirupati 517502, India;1. TU Dresden, International Institute Zittau, Markt 23, 02763 Zittau, Germany;2. University of Freiburg, Institute of Organic Chemistry, Albertstrasse 21, 79104 Freiburg, Germany;1. Institute of Organic Chemistry, Russian Academy of Sciences, 630090 Novosibirsk, Russia;2. National Research University – Novosibirsk State University, 630090 Novosibirsk, Russia;1. College of Chemistry, Chemical Engineering and Materials Science, Collaborative Innovation Center of Functionalized Probes for Chemical Imaging in Universities of Shandong, Shandong Normal University, Jinan 250014, China;2. Shandong Key Laboratory of TCM Quality Control Technology, Shandong Analysis and Test Center, Qilu University of Technology (Shandong Academy of Sciences), 19 Keyuan Street, Jinan 250014, China |
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| Abstract: | A novel approach for the stereochemical assignment of carboxylic acid groups via the circular dichroism (CD) exciton chirality method using the 2-naphthyl chromophore is described. Direct esterification of carboxyl groups with 2-naphthol was effectively achieved with the employment of N,N-bis2-oxo-3-oxazolidinyl]phosphorodiamidic chloride as the activating reagent. The method was tested with several model compounds, including both cyclic and acyclic dicarboxylic acids, and also applied to the natural product abietic acid. |
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