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CEOverture...
Have you checked out our blog? FTI Senior Blog Correspondent (apologies to “The Daily Show”) Marvin Yu provided interesting news and anecdotes from his recent trip to Japan for ISoFT’07. In case you missed it, you can read his daily briefs on F-Blog, the weblog for all things fluorous, for a summary of each day’s activities. Don’t forget that by registering on F-Blog you can post comments and become a contributor to the F-Blog community. Just to sweeten the deal, for a limited time all registrants will receive a 20% discount on their next order from FTI. I hope we hear from you soon.
Cheers,
Phil
Philip E. Yeske
President & CEO
ISoFt'07 Wrap-Up
The International Symposium on Fluorous Technologies (ISoFT 07) was held in Yokohama, Japan from July 29th through August 1st. The symposium was a consensus success from both a scientific and networking standpoint. With presenters and participants from China, Japan, North America, and Europe it was truly an international meeting that brought together researchers involved in everything from synthesis to chemical sensors to nanomaterials. Highlights included award lectures by Profs. John Gladysz and Dennis Curran along with plenary lectures from Profs. Makoto Fujita, Nicola Pohl, Joszef Rábai, Ilhyong Ryu, and Jean-Marc Vincent.
Fluorous Presentations at the Fall 2007 ACS Meeting
At the 234th ACS National Meeting in Boston, MA, August 19-23, 2007, there will be 29 presentations and posters which use fluorous methods or materials. Many of these will be in a Division of Fluorine Chemistry (FLUO) Symposium entitled “Nanostructured Fluorocarbons: Smart Tectons for Self-Assembly”. Highlighted here are four in various disciplines which demonstrate the wide range of fluorous research being conducted. FTI can provide you with fluorous reagents, raw materials, separation media, and customer support to help you succeed. Click here for a complete list of fluorous presentations at the ACS National Meeting.
FLUO 1 - Fluorous nanodroplets structurally confined in an organopalladium sphere (Oral)
12:00 PM-5:05 PM, Sunday, 19 August 2007 BCEC -- 252B
Makoto Fujita, Department of Applied Chemistry, The University of Tokyo
The distinct properties of fluorous phases are practically useful for separation, purification, and reaction control in organic synthesis. This presentation reports the formation of a liquid-like fluorous droplet, comprised of 24 perfluoroalkyl chains, confined in the interior of a 5 nanometer-sized, roughly spherical shell that spontaneously assembles in solution from 12 palladium ions and 24 bridging ligands. Crystallographic analysis confirms the rigid shell framework and amorphous interior. Perfluoroalkanes can dissolve in this well-defined fluorous phase, whereas they can hardly dissolve in a surrounding polar organic solution, and their solubility (up to ~8 perfluoroalkane molecules per spherical complex) can be finely controlled by tuning the length of perfluoroalkyl chains tethered to the shell.
For a recent publication, see “Fluorous Nanodroplets Structurally Confined in an Organopalladium Sphere” Science 2006, 313, 1273-1276.
FLUO 6 – Fluorocarbon Microenvironments and Phases for Catalyst Activation and Recovery (Oral)
12:00 PM-5:05 PM, Sunday, 19 August 2007 BCEC -- 252B
John A Gladysz, Institute for Organic Chemistry, University Erlangen-Nürnberg
This presentation will highlight several new directions involving fluorocarbon phases and microenvironments for catalyst recovery and activation. One will exploit fluoropolymer solid phases such as various forms of PTFE as vehicles for catalyst recovery. Another will focus on fluorous liquid phases for catalyst activation. For example, there are many metal-based catalyst precursors from which a ligand must first dissociate before the catalytic cycle can be entered. The reverse reaction often slows the overall rate. Thus, an efficient ligand scavenging protocol could give faster reactions. Accordingly, derivatives of Grubbs' second generation catalyst with fluorous phosphines have been prepared, and under organic/fluorous liquid/liquid biphase systems significant rate accelerations are observed. Finally, it is sometimes desirable to affect catalysis in fluorous media. The synthesis of fluorous phosphonium salts and their use as phase transfer catalysts for ionic displacements in extremely non-polar fluorous solvents will be detailed.
Recent lead reference: da Costa, R. C.; Gladysz, J. A. Adv. Synth. Catal. 2007, 349, 243-254.
NUCL 23 - Convenient approach for the preparation of radiotracers in high effective specific activity (Oral)
2:00 PM-4:25 PM, Sunday, 19 August 2007 Boston Park Plaza -- Stuart Rm
John Valliant, Amanda Donovan, and Jason McIntee. Department of Chemistry, McMaster's University
There is a need for radiochemical methods that can produce tracers in high effective specific activity. We developed a new labeling strategy which facilitates the separation of radiolabeled products from unlabelled starting materials in a simple and efficient manner. The strategy is based on fluorous chemistry which can be used to produce halogenated radiopharmaceuticals. The methodology involves the use of aryl-tin compounds bearing perfluorooctyl chains in which the fluorous component is selectively released upon labeling. The desired products can be isolated using a simple fluorous solid-phase extraction methodology. The fluorous labeling approach not only facilitates the production of tracers in high effective specific activity, it can also be used to prepare libraries of novel compounds as a way to identify agents for new targets. Details of the labeling strategy including the production of MIBG and a library of iodinated benzamides will be discussed.
For a recent publication, see “A New Strategy for Preparing Molecular Imaging and Therapy Agents Using Fluorine-Rich (Fluorous) Soluble Supports” J. Am. Chem. Soc. 2006, 128, 3536-3537.
ORGN 738 - Synthesis of novel fluorous reagents for synthesis: Fluorous-TEMPO and Fluorous-DMPU (Poster)
8:00 PM-10:00 PM, Wednesday, 22 August 2007 BCEC -- Exhibit Hall - B2
Mark J. Penny, Adrian P. Dobbs, Peter Jones. School of Biological and Chemical Sciences, Queen Mary, University of London
Fluorous reagents are becoming increasingly popular as alternative reagents for synthesis, owing to their ease of use and subsequent removal and separation/purification from reactions, either by fluorous liquid-liquid extraction or fluorous solid phase extraction. This presentation reports the synthesis and applications of two novel fluorous reagents: a stable radical, fluorous-TEMPO and a potential HMPA-replacement, fluorous-DMPU. 