Dosage delivery of sensitive reagents enables glove-box-free synthesis
Name
Buchwald_Dosage delivery.pdf
Size
1 MB
Format
Adobe PDF
Checksum (MD5)
ae451440e1e3ed6b61cd06931786ccb6
Author(s)
Sather, Aaron C.
Lee, Hong Geun
Colombe, James Robert
Zhang, Anni
Buchwald, Stephen Leffler
Date Issued
August 2015
Journal
Nature
Publisher
Springer Nature
Citation
Sather, Aaron C., Hong Geun Lee, James R. Colombe, Anni Zhang, and Stephen L. Buchwald. “Dosage Delivery of Sensitive Reagents Enables Glove-Box-Free Synthesis.” Nature 524, no. 7564 (August 12, 2015): 208–211. © 2015 Nature Publishing Group.
Version
Final published version
Abstract
Contemporary organic chemists employ a broad range of catalytic and stoichiometric methods to construct molecules for applications in the material sciences, and as pharmaceuticals, agrochemicals, and sensors. The utility of a synthetic method may be greatly reduced if it relies on a glove box to enable the use of air- and moisture-sensitive reagents or catalysts. Furthermore, many synthetic chemistry laboratories have numerous containers of partially used reagents that have been spoiled by exposure to the ambient atmosphere. This is exceptionally wasteful from both an environmental and a cost perspective. Here we report an encapsulation method for stabilizing and storing air- and moisture-sensitive compounds. We demonstrate this approach in three contexts, by describing single-use capsules that contain all of the reagents (catalysts, ligands, and bases) necessary for the glove-box-free palladium-catalysed carbon-fluorine, carbon-nitrogen, and carbon-carbon bond-forming reactions. This strategy should reduce the number of error-prone, tedious and time-consuming weighing procedures required for such syntheses and should be applicable to a wide range of reagents, catalysts, and substrate combinations.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
Terms of Use
Article is made available in accordance with the publisher's policy and may be subject to US copyright law. Please refer to the publisher's site for terms of use.
Persistent DSpace Link
DOI of Published Version
https://doi.org/10.1038/nature14654
