Double edition! I spent last weekend drinking unhealthy amounts of coffee with old friends, and hence skipped the weekly round-up. On the plus side that means a bumper pack of #chemclub highlights from the last two weeks!
If you've no idea what #chemclub is, read this.
Several people shared what could prove to be a crucial paper from Nature. In brief: X-ray crystallography without the crystals. Derek Lowe has discussed this in more detail; in his words, "Nobel prizes have been given for less".
...And I should probably add the #chemclub hashtag to that tweet about the XRD paper. nature.com/nature/journal…
— Nessa Carson (@SuperScienceGrl) March 28, 2013
Fujita strikes again! RT @peterharvey87: #chemclub RT: @hajime0123: Yes, this is a must read article for chemists. nature.com/nature/journal…@clay_owens shares a neat stereoselective synthesis of γ-lactams from readily-available starting materials. The reaction is an auto-tandem reaction, meaning roughly two-step tandem reaction in which both steps - allylic substitution and radical cyclisation - use the same catalyst. The diastereomeric and enantiomeric ratios are consistently above 95%.
— Nature Chemistry (@NatureChemistry) March 28, 2013
Asymmetric Auto-Tandem Ru-catalyzed Amidation/radical Cyclization - Onitsuka group doi.org/f2bp3k WAY cool... #chemclubTwitter prof @robstockman 's latest paper is out, using the Pd-catalysed cycloaddition of chiral sulfinimines to set stereochemistry in methylenepyrrolidines. The final scheme is a nice touch, demonstrating the synthetic potential of these products.
— Clayton Owens (@clay_owens) March 28, 2013
Our latest paper is now online. pubs.acs.org/doi/full/10.10…#lovechemistryLongtime fluorine fan @JessTheChemist shares a Science paper presenting experimental evidence for a fluorinium ion. It's an effective approach: make a hideously rigid multiply-bridged molecule, coax a fluorine atom into a likely position for three-membered ring formation, and see where it ends up. Next stop astatinium?
— Rob Stockman (@robstockman) April 4, 2013
One for #chemclub... fluoronium ion anyone? sciencemag.org/content/340/61…@tonyarash shared several papers recently, but I particularly liked this from JACS. The title sums it up perfectly: meta-selective C-H bond alkylation with secondary alkyl halides. The proposed mechanism involves a Ru catalyst inserting at the ortho position, activating the meta C-H bond to attack. The substrate scope is a bit limited, but otherwise it's a nicely-done piece of work in my opinion.
— Dr Jess (@JessTheChemist) April 5, 2013
meta-selective C-H bond activation. A tough problem. bit.ly/16ITO1Q #chemclub@Chemistry_Kat, aka the Grumpy Chemist, has a review from Chem. Soc. Rev. on Pd- and Ru-catalysed cross-couplings of sp2 C-H bonds (and related reactions) on (or in) water. Not the first solvent that springs to mind for such reactions, but it turns out that water can enhance catalytic activity under the right conditions.
— Arash Soheili (@tonyarash) April 8, 2013
Water - the "unexpected" solvent (at least for metal-catalysed couplings). #chemclub #waterasasolventhorray pubs.rsc.org/en/content/art…For those who think eyebrows and, say, limbs are over-rated, @NeilWithers has a #BlogSyn candidate. Specifically, the synthesis of a molecule containing 11 contiguous nitrogen atoms. The first line of the supplementary information reads: "Caution: Proper safety precautions should be taken when handling these compounds. Laboratories and personnel should be properly grounded, and safety equipment such as Kevlar gloves, leather coats, face shields, and ear plugs are recommended.". On the plus side, the 1H spectrum consists of a single peak, making assignment simple even when concussed.
— The Grumpy Chemist (@Chemistry_Kat) April 2, 2013
Who fancies making this one in the lab?? onlinelibrary.wiley.com/doi/10.1002/an… #chemclub
— Neil Withers (@NeilWithers) April 3, 2013
I have THE book! The first ever use and definition of bioisosteres from 1951! #RealTimeChem #chemclub twitter.com/nathanbroon/st…— Nathan Brown (@nathanbroon) April 4, 2013
And finally, the first definition and use of "bio-isosteric"! #realtimechem #chemclub #soexcited #geek twitter.com/nathanbroon/st…— Nathan Brown (@nathanbroon) April 4, 2013
Leave your thoughts in the comments below, and your bedtime reading on Twitter with the hashtag #chemclub.