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Henry Rzepa's Blog

Henry Rzepa's Blog
Chemistry with a twist
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Reaction MechanismChemical Sciences
Published

The title of this post comes from an article published in a special virtual issue on the theme “Physical Organic Chemistry: Never Out of Style” There, Paul Rablen presents the case that the amount of o (ortho) product in electrophilic substitution of a phenyl ring bearing an EWG (electron withdrawing group) is often large enough […]

Reaction MechanismChemical Sciences
Published

I am in the process of revising my annual lecture to first year university students on the topic of “curly arrows”. I like to start my story in 1924, when Robert Robinson published the very first example as an illustration of why nitrosobenzene undergoes electrophilic bromination in the para position of the benzene ring.

Interesting ChemistryChemical Sciences
Published

The two previous  posts, on the topic of anomeric effects in 7-membered sulfur rings illustrated how orbital interactions between the lone pairs in the molecules and S-S bonds produced widely varying S-S bond lengths in the molecules, some are shorter than normal (which is ~2.05Å for e.g. the S8 ring) by ~ 0.1Å and some […]