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2,2'-Bis(2-indenyl) biphenyl

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2,2′-Bis(2-indenyl) biphenyl
Skeletal formula of 2,2'-bis(2-indenyl) biphenyl
Ball-and-stick model of the 2,2′-bis(2-indenyl) biphenyl molecule
Names
Preferred IUPAC name 2,2′-Di(1H-inden-2-yl)-1,1′-biphenyl
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C30H22/c1-2-10-22-18-25(17-21(22)9-1)27-13-5-7-15-29(27)30-16-8-6-14-28(30)26-19-23-11-3-4-12-24(23)20-26/h1-17,19H,18,20H2Key: DGTWDUGCMACYFO-UHFFFAOYSA-N
  • InChI=1/C30H22/c1-2-10-22-18-25(17-21(22)9-1)27-13-5-7-15-29(27)30-16-8-6-14-28(30)26-19-23-11-3-4-12-24(23)20-26/h1-17,19H,18,20H2Key: DGTWDUGCMACYFO-UHFFFAOYAR
SMILES
  • C1(C2=C(C3=CC(C=CC=C5)=C5C3)C=CC=C2)=C(C4=CC(C=CC=C6)=C6C4)C=CC=C1
Properties
Chemical formula C30H22
Molar mass 382.506 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

2,2′-Bis(2-indenyl) biphenyl is an organic compound with the formula 2. The compound is the precursor, upon deprotonation, to ansa-metallocene complexes within the area of transition metal indenyl complexes.

Metals studied with 2,2′-bis(2-indenyl) biphenyl include titanium, zirconium, and hafnium. The ligand and its complexes have been prepared by the research group of the late Brice Bosnich at The University of Chicago. Zirconium and hafnium complexes made from this ligand were found to be active catalysts for the polymerization of the smallest alkenes – compounds with carbon-carbon double bonds—namely, ethylene and propylene. The use of such complexes in the polymerization of alkenes has since been reported, and patented by DSM Research.

References

  1. Ellis, W.W.; Hollis, T.K.; Odenkirk, W.; Whelan, J.; Ostrander, R.; Rheingold, A.L.; Bosnich, B. (1993). "Synthesis, Structure, and Properties of Chiral Titanium and Zirconium Complexes Bearing Biaryl Strapped Substituted Cyclopentadienyl Ligands". Organometallics. 12 (11): 4391–4401. doi:10.1021/om00035a026.
  2. H. J. Arts, M. Kranenburg, R. H. A. M. Meijers, E. G. Ijpeij, G. J. M. Gruter and F. H. Beijer. Indenyl Compounds for the Polymerization of Olefins US Patent 6,342,622; Jan. 29, 2002.
  3. E. G. Ijpeij; F. H. Beijer; H. J. Arts; C. Newton; J. G. de Vries; G. J. M. Gruter (2002). "A Suzuki Coupling Based Route to 2,2'-Bis#2-indenyl#biphenyl Derivatives" (PDF). J. Org. Chem. 67 (1): 169–176. doi:10.1021/jo016040i. PMID 11777455.
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