Structural determination of a carbocation-derived rearrangement product observed during Thiele cage opening: insight into the mechanism of an alkyl-extended …

AL Burman, JK Sader, JE Wulff - Canadian Journal of …, 2024 - cdnsciencepub.com
A substituted bishomocubane structure colloquially known as a Thiele cage was previously
observed to undergo an alkyl-extended pinacol-type rearrangement, wherein 1, 2-aryl …

Bent Bond/Antiperiplanar Hypothesis: Modulating the Reactivity and the Selectivity in the Glycosylation of Bicyclic Pyranoside Models

JF Parent, G Deslongchamps… - The Journal of Organic …, 2020 - ACS Publications
Glycosylation reactions were performed on a series of bicyclic C2-substituted pyranoside
models to isolate and analyze factors that control the glycosylation stereoselectivities …

Bent Bond/Antiperiplanar Hypothesis and the Chemical Reactivity of Annulenes

G Deslongchamps… - The Journal of Organic …, 2020 - ACS Publications
The properties and stereochemical reactivity of cyclobutadiene, benzene, cyclooctatetraene,
and the [10]-to [14] annulenes can be uniformly rationalized through the bent …

Dynamic Properties of Di (cyclopentadienecarboxylic Acid) Dimethyl Esters

A Anžlovar, DJ Pavlica, D Pahovnik… - International journal of …, 2023 - mdpi.com
Di (cyclopentadienecarboxylic acid) dimethyl ester (DCPDME) is a potential dynamic
covalent system. When such molecules are used as dynamic crosslinkers in polymers …

Production and dynamic mechanical analysis of macro-scale functionalized polydicyclopentadiene Objects facilitated by rational synthesis and reaction injection …

TJ Cuthbert, T Li, JE Wulff - ACS Applied Polymer Materials, 2019 - ACS Publications
Polydicyclopentadiene (PDCPD) is a ring-opening metathesis polymer derived from
dicyclopentadiene. Valued for its light weight, excellent material strength, and good …

Thermal rearrangement of optically active tetradeuterated 2-methoxymethyl-methylenecyclopropane and the bent bond/antiperiplanar hypothesis

G Deslongchamps, P Deslongchamps - Organic & Biomolecular …, 2019 - pubs.rsc.org
The thermolysis of an optically active tetradeuterated 2-methoxymethyl
methylenecyclopropane produces a specific ratio of eight possible rearrangement …

The thermal rearrangements of naphthalene and azulene. An analysis through the bent bond and antiperiplanar hypothesis orbital model

P Deslongchamps - Tetrahedron, 2021 - Elsevier
The thermal conversion of azulene, naphthalene, norcaradiene, and polycyclic analogues
can be rationalized through the Bent Bond/Antiperiplanar Hypothesis (BBAH) orbital model …

Applying the bent bond/antiperiplanar hypothesis to the stereoselective glycosylation of bicyclic furanosides

JF Parent, X Bertrand, G Deslongchamps… - The Journal of …, 2019 - ACS Publications
The glycosylation stereoselectivities for a series of bicyclic furanoside models have been
carried out in the presence of weak nucleophiles. These results were analyzed through the …

Radical Stabilization Algorithm as a Predictive Tool for Novel and Reported Noncanonical Thiele's Acid Analogues

J Chen, L Lu, JE Wulff - Synlett, 2017 - thieme-connect.com
We recently showed that a simple radical-stabilization algorithm outperformed traditional
frontier-molecular orbital methods for rationalizing the outcome of the venerable Thiele's …

The conformation and reactivity of butadiene and the bent bond/antiperiplanar hypothesis orbital model

P Deslongchamps - Tetrahedron, 2021 - Elsevier
The bent bond/antiperiplanar hypothesis (BBAH) is a useful orbital model explaining the
conformational analysis and chemical reactivity of butadiene, the regioselective …