- or thermal.
Reactions can be
either ring-opening or ring-closing (
electrocyclization).
Depending on the type of
reaction (photochemical or thermal) and...
-
azomethine ylides are
capable of [1,5]- and [1,7]-
electrocyclizations. An
example of a [1,7]-
electrocyclization of a diphenylethenyl-substituted azomethine...
- g. 65 kJ mol−1 for 4-aminostilbene). The
activation energy of the
electrocyclization is 73 kJ mol−1 for stilbene. Both
processes are
often applied in molecular...
- 3-butadiene (a 4π-
electrocyclization) is [π4a]. The
conrotatory electrocyclic ring
opening of
cyclobutene (a
reverse 4π-
electrocyclization) is [σ2a + π2s]...
- reverse)
gives the
observed product.
Metal vinylidenes may
undergo electrocyclization if they are
present within a
suitable π-system. For example, Sakae...
-
demonstrated experimentally by
Charles Shoppee to be an
intramolecular electrocyclization and is
outlined below.
Activation of the
ketone by the acid catalyst...
- with
structural complexity. Additionally, W(CO)5(THF)
facilitates electrocyclization processes. In
these reactions, the tungsten-bound
alkyne undergoes...
- rules. The name
derives from the idea that the
substituents in an
electrocyclization appear to
rotate over the
course of the reaction, and thus selection...
-
equilibrated to
conformer 8,
which more
readily underwent an 8π-conrotatory
electrocyclization to the
highly strained intermediate 9. The
potential to
release strain...
- nucleophile. Its
formation can
otherwise be
viewed as a 2-electron
electrocyclization of a 1,3-dipole,
which can be
captured in
Diels Alder reactions. The...
