Synthesis of Conjugated Polyenynes with Alternating Six- and Five-Membered Rings via beta-Selective Cascade Metathesis and Metallotropy Polymerization

Cited 1 time in webofscience Cited 0 time in scopus
  • Hit : 166
  • Download : 0
Cascade metathesis and metallotropy (M&M) polymerization, which involves sequential olefin metathesis and metallotropic 1,3-shift reactions specifically from multiyne monomers, is the only method reported so far to prepare conjugated polyenynes via the chain-growth mechanism. Using this method, various conjugated polyenynes containing cyclopentene units in the backbone could be synthesized via exclusive alpha-addition by using the third-generation Grubbs catalyst. Herein, we demonstrate the complete switch of regioselectivity toward beta-addition using a Ru carbene containing a dithiolate ligand, and thus, synthesized unique conjugated polyenynes having alternating cyclohexene and cyclopentene units in the backbone. Furthermore, detailed in situ NMR studies revealed an interesting phenomenon that the adjacent triple bond strongly chelates to the propagating Ru carbene during the polymerization.
Publisher
AMER CHEMICAL SOC
Issue Date
2020-03
Language
English
Article Type
Article
Citation

ACS MACRO LETTERS, v.9, no.3, pp.339 - 343

ISSN
2161-1653
DOI
10.1021/acsmacrolett.9b00986
URI
http://hdl.handle.net/10203/274147
Appears in Collection
CH-Journal Papers(저널논문)
Files in This Item
There are no files associated with this item.
This item is cited by other documents in WoS
⊙ Detail Information in WoSⓡ Click to see webofscience_button
⊙ Cited 1 items in WoS Click to see citing articles in records_button

qr_code

  • mendeley

    citeulike


rss_1.0 rss_2.0 atom_1.0