Interactivity box. Epoxidation of Bromoallenes Connects Red Algae Metabolites by an Intersecting Allene Oxide-Favorskii Manifold

Entry Reactant
ΔG298a
Transition State
ΔG298b Intrinsic reaction
coordinatec
-2958.384144
27.4
28.4
26.8
27.3
104693
Animation
IRC Energy
IRC Gradients
-2997.676042
26.9
24.6
26.8
26.1
775341
Animation
IRC Energy
IRC Gradients
-3072.873281
20.9 774484
Animation
IRC Energy
IRC Gradients
-463.378440
21.2 785722
-2958.485476 27.8d
32.8
771938
Animation
IRC Energy
IRC Gradients
-2997.774229
-2997.779624d
-2997.777647d
27.8e
32.5
27.7
25.1
775359
Animation
IRC Energy
IRC Gradients
-3072.964875 23.3d
-0.5f
774484
Animation
IRC Energy
IRC Gradients

aCalculated using Gaussian 09, revisions C.01 or D.01, at the ωB97XD/6-311G(d,p)/SCRF=acetone level. Thermally-corrected free energies in Hartree, hyperlinked to a digital repository identifier, resolved as e.g. https://doi.org/10.6084/m9.figshare.775341 and are compliant with the principles of the Amsterdam Manifesto. bRelative free energies of regio- and stereoisomers, kcal/mol. cCalculated using the following parameters: irc=(maxpoints=200,calcfc,recalc=4,maxcycle=40,tight,cartesian,lqa). Full details can be found at the digital repository, resolved as e.g. https://doi.org/10.6084/m9.figshare.775341. dFree energy of regio-isomeric epoxide. eRelative to intermediate epoxide. fFree energy of an intermediate oxyallyl zwitterion.