[HTML][HTML] Heteroatom substitution at amide nitrogen—resonance reduction and HERON reactions of anomeric amides

SA Glover, AA Rosser - Molecules, 2018 - mdpi.com
This review describes how resonance in amides is greatly affected upon substitution at
nitrogen by two electronegative atoms. Nitrogen becomes strongly pyramidal and resonance …

Mutagenicity of N-acyloxy-N-alkoxyamides as an indicator of DNA intercalation: The role of fluorene and fluorenone substituents as DNA intercalators

SA Glover, RR Schumacher - Mutation Research/Genetic Toxicology and …, 2021 - Elsevier
N-Acyloxy-N-alkoxyamides are direct-acting mutagens in S. typhimurium TA100 and TA98.
A reliable QSAR for their activity in TA100 has been developed, which indicates reversible …

Mutagenicity of N-acyloxy-N-alkoxyamides–QSAR determination of factors controlling activity

SA Glover - Australian Journal of Chemistry, 2023 - CSIRO Publishing
This account describes the origins of our extensive investigations into the mutagenicity of N-
acyloxy-N-alkoxyamides. Since their discovery as biologically active anomeric amides that …

Stereochemical Control of Secondary Benzamide‐based BODIPY Emitters

SMA Waly, AC Benniston, JKG Karlsson… - … A European Journal, 2023 - Wiley Online Library
Aromatic amides can be used to construct light‐harvesting materials with valuable optical
properties. The amide bond is formed using well‐known coupling agents in near quantitative …

The effect of hydrophobicity upon the direct mutagenicity of N-acyloxy-N-alkoxyamides—Bilinear dependence upon LogP

SA Glover, RR Schumacher - Mutation Research/Genetic Toxicology and …, 2016 - Elsevier
Abstract N-Acyloxy-N-alkoxyamides 1 are direct-acting mutagens for which a bilinear QSAR
has been established, which predicts with accuracy their activity in the Ames reverse …

Comment on “Penicillin's catalytic mechanism revealed by inelastic neutrons and quantum chemical theory” by Z. Mucsi, GA Chass, P. Ábrányi-Balogh, B. Jójárt, D.-C …

SA Glover - Physical Chemistry Chemical Physics, 2019 - pubs.rsc.org
The nature of amide resonance in the β-lactam ring of β-propiolactams and penicillin type
structures has been evaluated by the Mucsi hydrogenation method on the one hand, and …

The role of substituents in the HERON reaction of anomeric amides

SA Glover, AA Rosser - Canadian Journal of Chemistry, 2016 - cdnsciencepub.com
Anomeric amides, RCON (X)(Y), have two electronegative atoms at the amide nitrogen, a
configuration that results in greatly reduced amide resonance and strongly pyramidal …

New Insights into the Origin of the Cis-Configuration Preferences in 1, 2-Dihaloethenes: The Importance of the Bonding Orbital Deviations

L Tavanaei, D Nori-Shargh - Australian Journal of Chemistry, 2017 - CSIRO Publishing
The origin of the preferences for the cis-configurations in 1, 2-difluoroethene (1), 1, 2-
dichloroethene (2), and 1, 2-dibromoethene (3) were explored by means of the G3MP2, LC …

Development of the HERON reaction: A historical account

SA Glover - Australian Journal of Chemistry, 2017 - CSIRO Publishing
This account describes the discovery and development of the HERON reaction, a reaction
with special connection to the Heron Island Conferences on Reactive Intermediates and …

Modification of Amidic Resonance Through Heteroatom Substitution at Nitrogen: Anomeric Amides

SA Glover, AA Rosser - Amide Bond Activation: Concepts and …, 2022 - Wiley Online Library
Anomeric amides have two electronegative atoms, X and Y, on nitrogen. Their combined
electron demand reduces amide resonance through introduction of 2s character into the …