The activation strain model and molecular orbital theory

LP Wolters, FM Bickelhaupt - Wiley Interdisciplinary Reviews …, 2015 - Wiley Online Library
The activation strain model is a powerful tool for understanding reactivity, or inertness, of
molecular species. This is done by relating the relative energy of a molecular complex along …

Theoretical insight into the regioselective ring-expansions of bicyclic aziridinium ions

EB Boydas, G Tanriver, M D'hooghe, HJ Ha… - Organic & …, 2018 - pubs.rsc.org
Transient bicyclic aziridinium ions are known to undergo ring-expansion reactions, paving
the way to functionalized nitrogen-containing heterocycles. In this study, the regioselectivity …

Synthetic studies towards the mulberry Diels–Alder adducts: H-bond accelerated cycloadditions of chalcones

S Boonsri, C Gunawan, EH Krenske… - Organic & Biomolecular …, 2012 - pubs.rsc.org
The methyl ether derivatives 2, 4 and 6 of the mulberry Diels–Alder adducts chalcomoracin
(1) and mulberrofuran C (3) and kuwanon J (5) respectively have been synthesized by a …

Mechanistically Inspired Route toward Hexahydro-2H-chromenes via Consecutive [4 + 2] Cycloadditions

KD Ashtekar, X Ding, E Toma, W Sheng… - Organic …, 2016 - ACS Publications
Utilizing two robust C–C bond-forming reactions, the Baylis–Hillman reaction and the Diels–
Alder reaction, we report a highly enantio-, regio-, and diastereoselective synthesis of …

Discovery of a multi-bond forming, four-step tandem process: construction of drug-like polycyclic scaffolds

MW Grafton, LJ Farrugia, HM Senn… - Chemical …, 2012 - pubs.rsc.org
A one-pot tandem process involving an Overman rearrangement, ring closing enyne
metathesis and a hydrogen bonding directed Diels–Alder reaction has been developed for …

SUBSTITUENT EFFECT IN [2+4] DIELS–ALDER CYCLOADDITION REACTIONS OF ANTHRACENE WITH C2X2 (X = H, F, Cl, Me): A COMPUTATIONAL …

M Ahraminejad, R Ghiasi, B Mohtat… - Journal of Structural …, 2021 - Springer
In the present article, a DFT approach is used at the M06-2X/6-311G (d, p) level of theory to
survey [2+ 4] Diels–Alder cycloaddition reactions of anthracene with C 2 X 2 (X= H, F, Cl …

The origin of exo-stereoselectivity of norbornene in hetero Diels–Alder reactions

SA Cinar, S Ercan, SE Gunal, I Dogan… - Organic & Biomolecular …, 2014 - pubs.rsc.org
In this study the exo selectivity in the hetero Diels–Alder reaction of atropisomeric 5-
benzylidine-2-arylimino-3-aryl-thiazolidine-4-thiones with norbornene was investigated with …

Diels‐Alder Reactivity of a Chiral Anthracene Template with Symmetrical and Unsymmetrical Dienophiles: A DFT Study

JP Hernández‐Mancera, F Núñez‐Zarur… - …, 2020 - Wiley Online Library
In this work, we used Density Functional Theory calculations to assess the factors that
control the reactivity of a chiral anthracene template with three sets of dienophiles including …

The origin of the high reactivity of triazolinediones (TADs) in Diels-Alder reactions from a theoretical perspective

N Rojas-Valencia, F Núñez-Zarur - Tetrahedron, 2020 - Elsevier
We investigate on the origin of the high reactivity of triazolinediones compared to
maleimides in Diels-Alder reactions by using a combination of Molecular Orbital Theory and …

Evaluating hydrogen bonding control in the diastereoselective Diels–Alder reactions of 9-(2-aminoethyl)-anthracene derivatives

RA Bawa, FM Gautier, H Adams, A Meijer… - Organic & Biomolecular …, 2015 - pubs.rsc.org
Several 9-(2-aminoethyl) anthracene derivatives were prepared with different nitrogen
substitutents including alkyl, acetamide, trifluoroacaeamide and t-butyl carbamate. The …