It was an odd day today. I was standing in line at the Wal-Mart when I began to hear a conversation about supramolecular chemistry. Curious, I sat down my box of tampons and Quaker Oats and had a listen to these fruit cakes. APPARENTLY supramolecular chemistry is always ‘we made enormous molecule X and put slightly less/more enormous molecule Y in/on/through/by/near it and the following chart shows a long list of craptastic things that no one will care about..’ Worthless, they say. Uch, little bitches are CATAGORIZING THINGS? Puhlease. I immediately went home and sprung to action to find the first JACs communication with some supramolecular chemistry in it. BAM, like a
dash of thunder I found Linda Shimizu’s JACs communication (2006, 128, 8122-8123) and it is the prototypical supramolecular chemistry article, right down to the obligatory Julius Rebek references. Shimizu designed these urea based macrocycles quite sometime ago and noted they had the ability to self assemble into long tubes. I recall reading this and saying ‘Hmmm. That’s stupid.’ I was chastised heavily by the lab Guru for my short sightedness. It was then that the Guru took me to the top of a local mountain and made me meditate and train with buckets of water and taught me the Lotus position and I became a reborn again chemist, complete with sense of self-righteous indignation toward biologists and a latent distrust of physics and those purporting to know how to apply it to chemistry. I was Zen with all chemistry.
Shimizu’s work is the fundamental essence of chemistry. She takes 2-cyclohexenone and it does a 2 + 2 cyclization. The damn thing is specific for only one dimeric conformation! The host dictates guest reactivity and the geometry of the transition state, and it does the reaction catalytically. This is where chemistry should be going: high atom economy, no clean up, reusable reagents and total stereospecificity. What is there not to love? Cynically I want to say big friggin deal, little Billy Waterhead is still retarded and if your tubes are only soluble in a Bose-Einstein condensate of DMSO, that isn’t going to help us at all. That latent cynicism is why I’m not yet Zen master. But, when all is said and done, the total synthesis of Suxmicockin B won’t be of any tangible value either (sorry boss). Sure, some of the clever steps on the way may make a difference, but in the end what honestly matters is that we have learned something and added it to the repository of information others will get new ideas from. So, if I roll my eyes when you start bashing other fields within chemistry, it’s because you’re a fuckin’ retard, chump. Lemme take you to the mountain and I’ll show you the way.



Hang some long chain hydrocarbon, polyoxyethylene/polyoxypropylene, or (spacered) sulfonates off the diphenyl ethers for solubility in nearly everything. Liquid crystals, too – always good for many very boring papers given a CD spectrometer. Uncle Al enjoys volatile chlorinated solvents because they piss off Enviro-whiners.
Electrolessly plate the tubes’ insides to make nanowires, reactively couple them into hollow polymer tubes (cook with HCHO and acid intramolecularly and call it “Bakelong;” crosslink the thingies into a monolithic intractible mess and call it “Bakleong zeolite”), electrolessly plate the outsides into hollow nanowires, trap oriented chiral insides for non-linear optical devices, trap orientationally dichroic chromophores for trippy car paint…
…or take the dimer product, alpha-halogenate both carbonyls, eliminate to the diolefin, reincapsulate, photo-[2+2} again, and make a nice ladder polymer stronger than Kevlar. Bloviate about building a beanstalk (Arthur C. Clarke’s Fountains of Paradise).
Design Y-junctions and have nanofluidic plumbing capable of performing computational logic. Have fluorescent chromophores in there for externally mediated command, control, intelligence (plus glowing recommendations after demos).
But what about disproportionate funding? EASY! Encapsulate one of those nasty ene-yne natural toxins
http://www.cyberlipid.org/fa/acid0002.htm
bottom
Stick ‘em on an antibody (”hedgehog therapeutics”), and have a potential cure for cancer that needs more studies.
http://www.chem.sc.edu/people/.....asp?SID=49
“The soluble amphiliphic macrocycles can interact with or disrupt bacterial membranes resulting in antimicrobial activity.”
Man, ya can’t serve empty buns. Ya gotta put a wiener in there. Use dipyrenyl ethers and spin-couple the entire shaft. Linda Shimizu is sitting on a gold mine! The chemistry has potential, too.
http://www.ratemyprofessors.co.....?tid=90143
Note “Hotness” rating. Note pestilential advert.