Functionalized cyclopentadienes: Synthesis of 1,2,3,4,5-pentaallylcyclopentadiene and 1,2,3,4,-tetraallylcyclopentadiene

Synthesis

Volumn , Issue 11, 1996, Pages 1296-1298

  Batz, Christoph ^a   Jutzi, Peter ^a  

^a BIELEFELD UNIVERSITY   (Germany)

Author keywords

functionalized cyclopentadienes; multifunctionalizable ligands; phase transfer catalysis; tetra and pentaallylcyclopentadiene

Indexed keywords

CYCLOPENTADIENE DERIVATIVE;

ARTICLE; DRUG STRUCTURE; DRUG SYNTHESIS; NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS;

EID: 0029829337     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1996-4379     Document Type: Article

References (8)

1. Janiak, C.; Schumann, H. Adv. Organomet. Chem. 1991, 33, 291.
2. Some side-chain functionalized cyclopentadienes have been prepared in our group. See e. g. Jutzi, P.; Dahlhaus, J. Synthesis 1993, 684. Heidemann, T.; Jutzi,P. Synthesis 1994, 777.
3. Some side-chain functionalized cyclopentadienes have been prepared in our group. See e. g. Jutzi, P.; Dahlhaus, J. Synthesis 1993, 684. Heidemann, T.; Jutzi,P. Synthesis 1994, 777.
4. Jutzi, P.; Batz, C; Neumann, B.; Stammler, H.-G. Angew. Chem. in press.
5. Sitzmann, H. J. Organomet. Chem. 1988, 354, 203. Sitzmann, H. Z. Naturforsch. B. 1989, 44, 1293.
6. Sitzmann, H. J. Organomet. Chem. 1988, 354, 203. Sitzmann, H. Z. Naturforsch. B. 1989, 44, 1293.
7. Dehmlow, E. V.; Bollmann, C. Z. Naturforsch. B 1993, 48, 457.
8. If only statistics control the position of substitution the second alkylation at a monosubstituted Cp takes place at a 'free' position with 80 % yield; the third with 60 %, the fourth with 40 %, and at last the fifth with only 20 %. Multiplication of these values gives 3.84 % (found 13 %) as the overall theoretical yield for 1a; for the total isomeric mixture of 1 one would expect 19.2 % yield (found 37 %).