Bifunctional photoacids: Remote protonation affecting chemical reactivity

Julia Ditkovich; Tzach Mukra; Dina Pines; Dan Huppert; Ehud Pines

doi:10.1021/jp509104x

Bifunctional photoacids: Remote protonation affecting chemical reactivity

Julia Ditkovich
, Tzach Mukra
, Dina Pines
, Dan Huppert
, Ehud Pines^*

^*Corresponding author for this work

School of Chemistry

Ben-Gurion University of the Negev

Research output: Contribution to journal › Article › peer-review

38 Scopus citations

Abstract

Reversible protonation (deprotonation) of a side-group is a useful and convenient way to affect the reactivity of large organic and biological molecules. We use bifunctional photoacids to demonstrate how the protonation state of a basic side-group (COO^-) controls the reactivity of the main acidic group of the photoacid (OH), both in the ground and the electronic excited state of 6-carboxy derivatives of 2-naphthol.

Original language	English
Pages (from-to)	2690-2701
Number of pages	12
Journal	Journal of Physical Chemistry B
Volume	119
Issue number	6
DOIs	https://doi.org/10.1021/jp509104x
State	Published - 12 Feb 2015

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10.1021/jp509104x

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abstract = "Reversible protonation (deprotonation) of a side-group is a useful and convenient way to affect the reactivity of large organic and biological molecules. We use bifunctional photoacids to demonstrate how the protonation state of a basic side-group (COO-) controls the reactivity of the main acidic group of the photoacid (OH), both in the ground and the electronic excited state of 6-carboxy derivatives of 2-naphthol.",

author = "Julia Ditkovich and Tzach Mukra and Dina Pines and Dan Huppert and Ehud Pines",

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AU - Ditkovich, Julia

AU - Mukra, Tzach

AU - Pines, Dina

AU - Huppert, Dan

AU - Pines, Ehud

PY - 2015/2/12

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N2 - Reversible protonation (deprotonation) of a side-group is a useful and convenient way to affect the reactivity of large organic and biological molecules. We use bifunctional photoacids to demonstrate how the protonation state of a basic side-group (COO-) controls the reactivity of the main acidic group of the photoacid (OH), both in the ground and the electronic excited state of 6-carboxy derivatives of 2-naphthol.

AB - Reversible protonation (deprotonation) of a side-group is a useful and convenient way to affect the reactivity of large organic and biological molecules. We use bifunctional photoacids to demonstrate how the protonation state of a basic side-group (COO-) controls the reactivity of the main acidic group of the photoacid (OH), both in the ground and the electronic excited state of 6-carboxy derivatives of 2-naphthol.

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Bifunctional photoacids: Remote protonation affecting chemical reactivity

Abstract

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