Electrode‐Potential‐Driven Dissociation of N‐Heterocycle/BF3 Adducts: A Possible Manifestation of the Electro‐Inductive Effect

Author:

Hossain Md. Sazzad1ORCID,Romo Adolfo I. B.1ORCID,Putnam Seth T.1ORCID,Dawlaty Jahan2ORCID,Augustyn Veronica3ORCID,Rodríguez‐López Joaquín1ORCID

Affiliation:

1. Department of Chemistry University of Illinois Urbana-Champaign 600 South Mathews Avenue Urbana IL 61801 USA

2. Department of Chemistry University of Southern California 3620 McClintock Avenue Los Angeles CA 90089 USA

3. Department of Materials Science and Engineering North Carolina State University 911 Partners Way Raleigh NC 27695 USA

Abstract

AbstractRecently, non‐Faradaic effects were used to modify the electronic structure and reactivity of electrode‐bound species. We hypothesize that these electrostatic perturbations could influence the chemical reactivity of electrolyte species near an electrode in the absence of Faradaic electron transfer. A prime example of non‐Faradaic effects is acid‐base dissociation near an interface. Here, we probed the near‐electrode dissociation of N‐heterocycle‐BF3 Lewis adducts upon electrode polarization, well outside of the redox potential window of the adducts. Using scanning electrochemical microscopy and confocal fluorescence spectroscopy, we detected a potential‐dependent depletion of the adduct near the electrode. We propose an electro‐inductive effect where a more positive potential leads to electron withdrawal on the N‐heterocycle. This study takes a step forward in the use of electrostatics at electrochemical interfaces for field‐driven electrocatalytic and electro‐synthetic processes.

Funder

Research Corporation for Science Advancement

Publisher

Wiley

Subject

General Medicine

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