Synthesis of densely functionalised arenes using [2 + 2 + 2] cycloaddition reactions.
Rh(I)-catalysed [2 + 2 + 2] cycloaddition allows the synthesis of aryl ethers and diaryl methanes containing a high degree of steric hindrance from relatively simple diyne and alkyne precursors. The diarylmethanes made in this way show no evidence in their NMR spectra, however, of rotational restriction.
Clayden
Jonathan
J
School of Chemistry, The University of Manchester, Oxford Road, Manchester, UK. clayden@man.ac.uk
Moran
Wesley J
WJ
D000480:Alkynes / Q000737:chemistry*; D001555:Benzene Derivatives / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D004987:Ethers / Q000138:chemical synthesis* / Q000737:chemistry; D008697:Methane / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry; D012238:Rhodium / Q000737:chemistry; D013237:Stereoisomerism
D000480:Alkynes; D001555:Benzene Derivatives; D004987:Ethers; D009942:Organometallic Compounds; D012238:Rhodium; D008697:Methane