Talk:Pericyclic reaction
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Carey and Sundberg
[edit]I highly recommend editors to also consider consulting the book about Pericyclic Reactions written by Ian Flemming. I also recommend editors to also consider consulting the two books produced by Francis A. Carey and Richard J. Sundberg about Advanced Organic Chemsitry. The two books are split into two parts "Part A: Structure and Mechanisms" and "Part B: Reactions and Synthesis". Zyvov 02:06, 28 October 2016 (UTC) — Preceding unsigned comment added by Zyvov (talk • contribs)
Fleming spelled with one "m", spelled identically to the one of 007 fame. His texts Frontier Orbitals and Organic Chemical Reactions (1990) and more recent text Molecular Orbitals and Organic Chemical Reactions (2010) are both excellent sources. Chapter 14 of Modern Physical Organic Chemistry by Anslyn and Dougherty is excellent (though brief). Woodward and Hoffmann's The Conservation of Orbital Symmetry should be considered authoritative with respect to constructing correlation diagrams. Alsosaid1987 (talk) 22:34, 1 February 2018 (UTC)
Cheletropic and ene reactions (and group transfer)
[edit]I recognize that ene reactions are often classed as group transfers. However, according to the Woodward and Hoffmann sense of the term group transfer (transfer hydrogenations from 1,4-cyclohexadiene and such), group transfers should refer to reactions with no net change in the number of sigma and pi bonds. In contrast, the ene reaction forms a sigma bond from a pi bond. For this reason, I've included them in the table as a basic reaction type, and corrected the bond changes involved in a group transfer to 0 and 0. Incidentally, this process is not even mentioned in "Conservation of Orbital Symmetry" (probably because the correlation diagram approach is hard to apply to the ene reaction).
I think it's debatable whether cheletropic reactions deserve their own category. The net bond change is the same, and superficially, the orbital interactions are analogous. However, there are unique issues arising from how to analyze trajectory and orbital overlap, so it's reasonable to consider them separately.
Does anyone have a good reference for dyotropic reactions and how to analyze them via the standard techniques (i.e., correlation diagram, frontier orbitals, aromatic TS)? Alsosaid1987 (talk) 16:45, 1 February 2018 (UTC)