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Henry Rzepa's Blog

Henry Rzepa's Blog
Chemistry with a twist
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Chemical ITInteresting ChemistryA. I. MageeA. JanaA. P. DoveKimya Bilimleriİngilizce
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The science journal is generally acknowledged as first appearing around 1665 with the Philosophical Transactions of the Royal Society in London and (simultaneously) the French Academy of Sciences in Paris. By the turn of the millennium, around 10,000 science and medical journals were estimated to exist.

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One of the many clever things that clever people can do with the Web is harvest it, aggregate it, classify it etc. Its not just Google that does this sort of thing! Egon Willighagen is one of those clever people. He runs the Chemical blogspace which does all sorts of amazing things with blogs.

Interesting ChemistryChemical SignificanceDiatomic Nitrogen GasEnergyPenceKimya Bilimleriİngilizce
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Chemical bonds can be assembled from components which chemists know as σ, π and δ. The blog poses the question whether any bonds can be constructed which use a fourth type of component, the φ.

Interesting ChemistryAcetone SolutionGoogleNaI ComplexSodium ChlorideKimya Bilimleriİngilizce
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This story starts with an organic chemistry tutorial, when a student asked for clarification of the  Finkelstein reaction. This is a simple S N 2 type displacement of an alkyl chloride or bromide, using sodium iodide in acetone solution, and resulting in an alkyl iodide. What was the driving force for this reaction he asked?

Interesting ChemistryBiological SystemsChiropticalKimya Bilimleriİngilizce
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In the previous post,  it was noted that  Möbius annulenes are intrinsically chiral, and should therefore in principle be capable of resolution into enantiomers. The synthesis of such an annulene by Herges and co-workers was a racemic one; no attempt was reported at any resolution into such enantiomers. Here theory can help, since calculating the optical rotation [α]D is nowadays a relatively reliable process for rigid molecules.

Interesting ChemistryChemical CommunityChiropticalEdgar HeilbronnerEverestKimya Bilimleriİngilizce
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Much like climbing Mt. Everest because its there,  some hypothetical molecules are just too tantalizing for chemists to resist attempting a synthesis. Thus in 1964, Edgar Heilbronner  speculated on whether a conjugated annulene ring might be twistable into a  Möbius strip. It was essentially a fun thing to try to do, rather than the effort being based on some anticipated  (and useful) property it might have.

Interesting ChemistryAnti-aromatic SystemsChemical ShiftsClar IslandsSteve BachrachKimya Bilimleriİngilizce
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In 1988, Wilke[cite]10.1002/anie.198801851[/cite] reported molecule 1 It was a highly unexpected outcome of a nickel-catalyzed reaction and was described as a 24-annulene with an unusual 3D shape. Little attention has been paid to this molecule since its original report, but the focus has now returned!

Interesting ChemistryChairConformational AnalysisDerek BartonEnergyKimya Bilimleriİngilizce
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The diagram below summarizes an interesting result recently reported by Hanson and co-workers (DOI: 10.1021/jo800706y. At ~neutral pH, compound 13 hydrolyses with a half life of 21 minutes, whereas 14 takes 840 minutes. Understanding this difference in reactivity may allow us to understand why some enzymes can catalyze the hydrolysis of peptides with an acceleration of up to twelve orders of magnitude.

Interesting ChemistryEnergyFree EnergyInteraction EnergyX-rayKimya Bilimleriİngilizce
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Understanding how molecules interact (bind) with each other when in close proximity is essential in all areas of chemistry. One specific example of this need is for the molecule shown below. The Pirkle reagent This is the so-called Pirkle Reagent and is much used to help resolve the two enantiomers of a racemic mixture, particularly drug molecules.