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Henry Rzepa's Blog

Henry Rzepa's Blog
Chemistry with a twist
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The reduction of cinnamaldehyde by lithium aluminium hydride (LAH) was reported in a classic series of experiments[cite]10.1021/ja01197a060[/cite],[cite]10.1021/ja01202a082[/cite],[cite]10.1021/ja01190a082[/cite] dating from 1947-8. The reaction was first introduced into the organic chemistry laboratories here at Imperial College decades ago, vanished for a short period, and has recently been reintroduced again. The experiment is

Published

The diazo-coupling reaction dates back to the 1850s (and a close association with Imperial College via the first professor of chemistry there, August von Hofmann) and its mechanism was much studied in the heyday of physical organic chemistry.[cite]10.1021/ja00830a009[/cite] Nick Greeves, purveyor of the excellent ChemTube3D site, contacted me about the transition state (I have commented previously on this aspect of aromatic