BBAH

BBAH Paper #11

The Bent Bond / Antiperiplanar Hypothesis and the Chemical Reactivity of Annulenes. The properties and stereochemical reactivity of cyclobutadiene, benzene, cyclooctatetraene and the [10]- to [14]annulenes can be uniformly rationalized through the bent bond /antiperiplanar […]

BBAH

BBAH paper #10

Bent Bond/Antiperiplanar Hypothesis: Modulating the Reactivity and the Selectivity in the Glycosylation of Bicyclic Pyranoside Models Glycosylation reactions were performed on a series of bicyclic C2-substituted pyranoside models to isolate and analyze factors that control […]

BBAH

BBAH paper #9

Applying the bent bond / antiperiplanar hypothesis to the stereoselective glycosylation of bicyclic furanosides The glycosylation stereoselectivities for a series of bicyclic furanoside models have been carried out in the presence of weak nucleophiles. These […]

BBAH

BBAH paper #8

Thermal Rearrangement of Optically Active Tetradeuterated-2-methoxymethyl-methylenecyclopropane and the Bent Bond/Antiperiplanar Hypothesis The thermolysis of an optically active tetradeuterated 2-methoxymethyl methylenecyclopropane produces a specific ratio of eight possible rearrangement stereoisomers. Despite numerous efforts, this reaction and […]

BBAH

BBAH paper #7

Bent Bonds and the Antiperiplanar Hypothesis. A Model to Account for Sigmatropic [1,n]-Hydrogen Shifts Sigmatropic hydrogen shifts are rationalized using the BBAH involving antiperiplanar displacement of radical intermediates. The stereochemistry of both thermal and photochemical […]

BBAH

BBAH paper #6

High Temperature Isomerization of Benzenoid Polycyclic Aromatic Hydrocarbons. An Analysis through the Bent Bond and Antiperiplanar Hypothesis Orbital Model. The properties and stereochemical reactivity of cyclobutadiene, benzene, cyclooctatetraene and the [10]- to [14]annulenes can be […]

BBAH

BBAH paper #5

Bent Bonds (τ) and the Antiperiplanar Hypothesis – the Chemistry of Cyclooctatetraene and other C8H8Isomers The fascinating chemistry of cyclooctatraene, including its propensity for ring inversion, bond shifting, and valence isomerization, is analyzed by the […]

BBAH

BBAH paper #4

Bent Bonds and the Antiperiplanar Hypothesis and the Reactivity at the Anomeric Center in Pyranosides A solo contribution from the P. Deslongchamps group. The stereoselectivity of nucleophilic addition on oxocarbenium ions derived from the bicyclic […]

BBAH

BBAH paper #3

Bent Bonds and the Antiperiplanar Hypothesis – A Simple Model to Rationalize [1,3]-Sigmatropic Alkyl Shifts The bent bond/antiperiplanar (BBA) hypothesis has been applied to the analysis of [1,3]-sigmatropic alkyl shifts. These thermal rearrangements, for which […]

BBAH

BBAH paper #2

Bent Bonds and the Antiperiplanar Hypothesis as a Simple Model to Predict Diels-Alder Reactivity: Retrospective or Perspective? “Bent bonds paper #2” appears as Perspectives article in Tetrahedron and makes the cover: G.Deslongchamps, P. Deslongchamps, Bent Bonds and the Antiperiplanar Hypothesis as […]