The Optical Rotation of Methyloxirane in Aqueous Solution: A Never Ending Story?

J Chem Theory Comput

Scuola Normale Superiore, Piazza dei Cavalieri, 7 I-56126 Pisa, Italy.

Published: April 2013

The long-standing problem of the calculation of the optical rotation (OR) of (R)-methyloxirane in aqueous solution at different wavelengths is solved by means of a novel gauge-invariant computational protocol able to take into account at the same time for intramolecular averaging specific and bulk solvent effects, leading for the first time to a quantitative agreement (both sign and absolute value) between computed and experimental OR values at several frequencies.

Download full-text PDF

Source
http://dx.doi.org/10.1021/ct400061zDOI Listing

Publication Analysis

Top Keywords

optical rotation
8
aqueous solution
8
rotation methyloxirane
4
methyloxirane aqueous
4
solution story?
4
story? long-standing
4
long-standing problem
4
problem calculation
4
calculation optical
4
rotation r-methyloxirane
4

Similar Publications

Characterization of the anti-Porphyromonas gingivalis compound in bilberry (Vaccinium myrtillus L.) and comparison with its analogs.

J Oral Biosci

December 2024

Faculty of Medicine, Dentistry, and Pharmaceutical Sciences, Okayama University, 1-1-1 Tsushima-naka, kita-ku, Okayama, Japan. Electronic address:

Objectives: The bacterium Porphyromonas gingivalis is a major causative agent of periodontitis. In this study, the anti-P. gingivalis compound in bilberry (Vaccinium myrtillus L.

View Article and Find Full Text PDF

A pair of aza-BODIPY isomers, 1,7-di--butyl-3,5-dinaphthyl (Nap-BDP) and 1,7-dinaphthyl-3,5-di--butyl (revNap-BDP), were prepared in this study. According to the single crystal X-ray analysis, Nap-BDP exhibited an orthogonal structure. Owing to the difference in orthogonality and -Bu rotation between Nap-BDP and revNap-BDP, their spectral performances, including maximum absorption and emission, full width at half maximum, fluorescence quantum yield, photostability, singlet oxygen generation and photothermal conversion efficiency, were obviously different.

View Article and Find Full Text PDF

Studies on Morphological Evolution of Gravure-Printed ZnO Thin Films Induced by Low-Temperature Vapor Post-Treatment.

Nanomaterials (Basel)

December 2024

Italian National Agency for New Technologies, Energy and Sustainable Economic Development (ENEA), Portici Research Centre, P.le E. Fermi 1, Portici, 80055 Naples, Italy.

In recent years, the morphology control of semiconductor nanomaterials has been attracting increasing attention toward maximizing their functional properties and reaching their end use in real-world devices. However, the development of easy and cost-effective methods for preparing large-scale patterned semiconductor structures on flexible temperature-sensitive substrates remains ever in demand. In this study, vapor post-treatment (VPT) is investigated as a potential, simple and low-cost post-preparative method to morphologically modify gravure-printed zinc oxide (ZnO) nanoparticulate thin films at low temperatures.

View Article and Find Full Text PDF

Synthesis of Atropisomeric Quinazolin-4-one Derivatives Based on Remote H/D and C/C Discrimination.

J Org Chem

December 2024

Chemistry and Materials Program, College of Engineering, Shibaura Institute of Technology, 3-7-5 Toyosu, Kohto-ku, Tokyo 135-8548, Japan.

Both enantiomers of 2-ethylquinazolin-4-ones bearing -CHO/CDO and CHO/CHO phenyl groups at the N3 position were prepared. These are isotopic atropisomeric compounds based on a remote and conformationally flexible H/D and C/C discrimination, and it was found that a CHCl solution of -CHO/CDO derivative shows a slight specific optical rotation. Furthermore, diastereomeric quinazolinone derivatives bearing a chiral carbon were prepared, and their stereochemical purities and rotational stability as well as the isotopic atropisomerism were verified by H NMR and chiral high-performance liquid chromatography (HPLC) analyses.

View Article and Find Full Text PDF

One new acyclic norditerpenoid, lamellodysideol () was isolated from the Indonesian marine sponge together with known phytol (). The structure of was determined on the basis of spectral evidence and by comparison with known related molecules including optical rotation data. The relative configurations of and were proposed using quantum chemical calculation of NMR chemical shifts at DFT levels.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!