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Photochemical synthesis and properties of axially chiral naphthylpyridines

Paper ID Volume ID Publish Year Pages File Format Full-Text
27390 44018 2011 3 PDF Available
Title
Photochemical synthesis and properties of axially chiral naphthylpyridines
Abstract

Five alkynyl pyridines were prepared and cyclized to naphthylpyridines as the main products in the course of a Photo-Dehydro-Diels-Alder reaction. Four of the final products are axially chiral and the determination of the rotational barrier by DFT calculations, dynamic NMR and HPLC experiments is demonstrated.

► Naphthylpyridines are accessible by Photo-Dehydro-Diels-Alder reaction. ► Most of these Naphthylpyridines are axially chiral. ► Determination of the rotational barrier of the atropisomerization can be determined by. ► dynamic NMR or HPLC and calculated using DFT methods.

Keywords
Photochemistry; Axial chirality; Photo-Dehydro-Diels-Alder reaction; Dynamic NMR; Dynamic HPLC; Molecular modeling
First Page Preview
Photochemical synthesis and properties of axially chiral naphthylpyridines
Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 222, Issue 1, 5 July 2011, Pages 263–265
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering