title: An Alternative Method for Generating Arynes from ortho-Silylaryl Triflates: Activation by Cesium Carbonate in the Presence of a Crown Ether.
abstract: An alternative method for generating arynes from ortho-silylaryl triflates using cesium carbonate and 18-crown-6 is reported. The method was efficiently applied to a variety of reactions between several arynes and arynophiles. We also demonstrated that the efficiency of aryne generation is significantly affected by the alkali metal countercation of the carbonate.
authors.affiliation: Laboratory of Chemical Bioscience, Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University, 2-3-10 Kanda-Surugadai, Chiyoda-ku, Tokyo 101-0062, Japan. s-yoshida.cb@tmd.ac.jp.
authors.forename: Suguru
authors.initials: S
authors.lastname: Yoshida
authors.affiliation: Laboratory of Chemical Bioscience, Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University, 2-3-10 Kanda-Surugadai, Chiyoda-ku, Tokyo 101-0062, Japan. yuki.h.05261986@gmail.com.
authors.forename: Yuki
authors.initials: Y
authors.lastname: Hazama
authors.affiliation: Laboratory of Chemical Bioscience, Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University, 2-3-10 Kanda-Surugadai, Chiyoda-ku, Tokyo 101-0062, Japan. yuto.sumida@riken.jp.
authors.forename: Yuto
authors.initials: Y
authors.lastname: Sumida
authors.affiliation: Laboratory of Chemical Bioscience, Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University, 2-3-10 Kanda-Surugadai, Chiyoda-ku, Tokyo 101-0062, Japan. yano@acls.titech.ac.jp.
authors.forename: Takahisa
authors.initials: T
authors.lastname: Yano
authors.affiliation: Laboratory of Chemical Bioscience, Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University, 2-3-10 Kanda-Surugadai, Chiyoda-ku, Tokyo 101-0062, Japan. thosoya.cb@tmd.ac.jp.
authors.forename: Takamitsu
authors.initials: T
authors.lastname: Hosoya
mesh_terms: D047250:Calixarenes / Q000737:chemistry*; D002254:Carbonates / Q000737:chemistry*; D002586:Cesium / Q000737:chemistry*; D043844:Crown Ethers / Q000737:chemistry*; D008698:Mesylates / Q000097:blood*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D002254:Carbonates; D043844:Crown Ethers; D008698:Mesylates; D047250:Calixarenes; D002586:Cesium; C015762:18-crown-6; C545311:cesium carbonate
keywords: aryne; cesium carbonate; crown ether; ortho-silylaryl triflate