Issue 85, 2012
From the journal:

Chemical Communications

Unusual para-substituent effects on the intramolecular hydrogen-bond in hydrazone-based switches†

Xin Su,a   Märt Lõkov,b   Agnes Kütt,b   Ivo Leito*b  and  Ivan Aprahamian*a  

* Corresponding authors

a Department of Chemistry, Dartmouth College, Hanover, New Hampshire 03755, USA
E-mail: ivan.aprahamian@dartmouth.edu

b Institute of Chemistry, University of Tartu, Ravila 14a, 50411 Tartu, Estonia
E-mail: ivo.leito@ut.ee

Abstract

A “V”-shaped Hammett plot shows that resonance-assisted hydrogen bonding does not dictate the strength of the intramolecular hydrogen bond in the E isomers of hydrazone-based switches because it involves an aromatic pyridyl ring.

Graphical abstract: Unusual para-substituent effects on the intramolecular hydrogen-bond in hydrazone-based switches

  • This article is part of the themed collection: Aromaticity
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Article information

DOI
https://doi.org/10.1039/C2CC35860C
Article type
Communication
Submitted
27 Jun 2012
Accepted
31 Ago 2012
First published
04 Sep 2012

Chem. Commun., 2012,48, 10490-10492

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Unusual para-substituent effects on the intramolecular hydrogen-bond in hydrazone-based switches

X. Su, M. Lõkov, A. Kütt, I. Leito and I. Aprahamian, Chem. Commun., 2012, 48, 10490 DOI: 10.1039/C2CC35860C

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