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Conformation and dynamics in a solution of an N-quaternized cinnamide derivative: A molecule active as a UV filter

✍ Scribed by Cecilia Anselmi; Marisanna Centini; Mirella Scotton; Alessandro Sega


Publisher
John Wiley and Sons
Year
1992
Tongue
English
Weight
557 KB
Volume
30
Category
Article
ISSN
0749-1581

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✦ Synopsis


Abstract

The dynamics and conformation of__N__,N‐dimethyl‐N‐[3‐(4‐methoxy‐trans‐cinnamoylamino)propyl]‐Nn‐dodecylammonium bromide (1) have been established in two solvents (CDCl~3~ and DMSO‐d~6~) by the use of ^13^C spin–lattice relaxation rates, non‐selective and selective proton spin–lattice relaxation rates and ^1^H–(^1^H) NOE experiments. The two solvents affect the conformation of the cinnamide moiety in different ways. This alters the anchor capacity of the moiety towards the alkyl chain and, as a consequence, the dynamics of 1 in CDCl^3^ and DMSO‐d~6~ show understandable differences. However, the main mean conformations of 1 in both solvents are ‘linear’. The data do not allow the rationalization of the relationship between conformation and sunscreen efficiency.