Experimental and Theoretical Insights into Molecular and Solid-State Properties of Isomeric Bis(salicylaldehydes)

Autor:	Michał Barbasiewicz, Mateusz Urban, Sergiusz Luliński, Krzysztof Durka, Krzysztof Woźniak, Krzysztof Błocki, Bartosz Górski
Rok vydání:	2019
Předmět:	chemistry.chemical_compound 010304 chemical physics chemistry Computational chemistry 0103 physical sciences Solid-state Physical and Theoretical Chemistry Naphthalene Derivative 010402 general chemistry Benzene 01 natural sciences 0104 chemical sciences
Zdroj:	The Journal of Physical Chemistry A. 123:8674-8689
ISSN:	1520-5215 1089-5639
DOI:	10.1021/acs.jpca.9b07360
Popis:	A series of five bis(salicylaldehydes), including four isomeric compounds based on a benzene scaffold and a closely related naphthalene derivative, were investigated in order to elucidate the impact of resonance effects and intramolecular hydrogen bonds (HBs) on the macroscopic properties of these systems. Density functional theory (DFT) computations revealed important differences between isomers on the molecular level, which was reflected in different charge distributions, aromatic C-C bond orders, and aromaticity characters. The consequences of these features were evidenced by the UV-vis absorption spectra: for 1,3-diformyl-4,6-dihydroxybenzene (
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::93f124caafa69eb296a271871ce2dd39 https://doi.org/10.1021/acs.jpca.9b07360 Zobrazit plný text záznamu