Issue 6, 2021

The impact of solid solution composition on kinetics and mechanism of [2 + 2] photodimerization of cinnamic acid derivatives

Abstract

We propose the use of solid solutions for the modulation of the kinetics in [2 + 2] photocycloaddition. Solid solutions with general formula [1H]BrxCl1−x (1 = 4-amino-cinnamic acid; 0 < x < 1) were prepared via mechanochemical methods, structurally characterized, and found to undergo a single-crystal-to-single-crystal [2 + 2] photodimerization. The effect of the solid solution composition on the kinetics was successfully investigated via a combination of FTIR and principal component analysis (PCA), and the results were compared with those obtained for the parent materials [1H]Cl and [1H]Br. All systems follow the same nearly first-order law, and the overall reaction kinetics is influenced by a subtle interplay of structural and electronic factors as well as other processes regulating the formation and lifetime of the reacting excimer.

Graphical abstract: The impact of solid solution composition on kinetics and mechanism of [2 + 2] photodimerization of cinnamic acid derivatives

Supplementary files

Article information

Article type
Paper
Submitted
25 Nov 2020
Accepted
23 Dec 2020
First published
23 Dec 2020

CrystEngComm, 2021,23, 1352-1359

The impact of solid solution composition on kinetics and mechanism of [2 + 2] photodimerization of cinnamic acid derivatives

L. Pandolfi, A. Giunchi, T. Salzillo, A. Brillante, R. G. Della Valle, E. Venuti, F. Grepioni and S. D'Agostino, CrystEngComm, 2021, 23, 1352 DOI: 10.1039/D0CE01718C

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