Anomeric effect, hyperconjugation and electrostatics: Lessons from complexity in a classic stereoelectronic phenomenon

IV Alabugin, L Kuhn, NV Krivoshchapov… - Chemical Society …, 2021 - pubs.rsc.org
Understanding the interplay of multiple components (steric, electrostatic, stereoelectronic,
dispersive, etc.) that define the overall energy, structure, and reactivity of organic molecules …

Stereoelectronic power of oxygen in control of chemical reactivity: the anomeric effect is not alone

IV Alabugin, L Kuhn, MG Medvedev… - Chemical Society …, 2021 - pubs.rsc.org
Although carbon is the central element of organic chemistry, oxygen is the central element of
stereoelectronic control in organic chemistry. Generally, a molecule with a C–O bond has …

“One-pot” protection, glycosylation, and protection–glycosylation strategies of carbohydrates

SS Kulkarni, CC Wang, NM Sabbavarapu… - Chemical …, 2018 - ACS Publications
Carbohydrates, which are ubiquitously distributed throughout the three domains of life, play
significant roles in a variety of vital biological processes. Access to unique and …

Nitroxide-mediated polymerization

J Nicolas, Y Guillaneuf, C Lefay, D Bertin… - Progress in Polymer …, 2013 - Elsevier
Nitroxide-mediated polymerization (NMP) is a controlled/living radical polymerization
(CLRP) technique that enables the design of well-defined, functional and complex …

Initial carbon–carbon bond formation during the early stages of the methanol‐to‐olefin process proven by zeolite‐trapped acetate and methyl acetate

AD Chowdhury, K Houben, GT Whiting… - Angewandte …, 2016 - Wiley Online Library
Abstract Methanol‐to‐olefin (MTO) catalysis is a very active field of research because there
is a wide variety of sometimes conflicting mechanistic proposals. An example is the ongoing …

Relevance of weak hydrogen bonds in the conformation of organic compounds and bioconjugates: evidence from recent experimental data and high-level ab initio …

O Takahashi, Y Kohno, M Nishio - Chemical reviews, 2010 - ACS Publications
Organic chemists tend to consider the conformation of compounds as a consequence of
repulsive steric interactions. In other words,“the steric effect” means “repulsive” in many …

NMR spectroscopy in the study of carbohydrates: Characterizing the structural complexity

WA Bubb - Concepts in Magnetic Resonance Part A: An …, 2003 - Wiley Online Library
The combination of structural diversity at several levels and limited chemical shift dispersion
ensures that NMR spectra of carbohydrates are relatively difficult to interpret. This …

[HTML][HTML] The C–F bond as a conformational tool in organic and biological chemistry

L Hunter - Beilstein journal of organic chemistry, 2010 - beilstein-journals.org
Organofluorine compounds are widely used in many different applications, ranging from
pharmaceuticals and agrochemicals to advanced materials and polymers. It has been …

The Fluorine Gauche Effect: A Brief History

C Thiehoff, YP Rey, R Gilmour - Israel Journal of Chemistry, 2017 - Wiley Online Library
Transforming the fluorine gauche effect from an academic curiosity into a powerful acyclic
conformational control strategy has enriched molecular design. This expansive approach to …

Hyperconjugation

IV Alabugin, KM Gilmore… - Wiley interdisciplinary …, 2011 - Wiley Online Library
This review outlines the ubiquitous nature of hyperconjugative interactions and their role in
the structure and reactivity of organic molecules. After defining the common …