Revisiting the aufbau reaction with acetylene: Growth at aluminium producing a unique oligomer distribution

Chemistry - A European Journal

Volumn 15, Issue 5, 2009, Pages 1082-1085

  Karpiniec, Samuel ^a   McGuinness, David ^a   Patel, Jim ^b   Davies, Noel ^c  

^a UNIVERSITY OF TASMANIA   (Australia)

^b CSIRO   (Australia)

^c UNIVERSITY OF TASMANIA   (Australia)

Author keywords

Acetylene; Aluminum; Aufbau reaction; Insertion; Oligomerization

Indexed keywords

ACETYLENE; ADDITION REACTIONS; ALUMINA; ALUMINUM; CHEMICAL REACTIONS; ETHYLENE; GROWTH (MATERIALS); LIGHT METALS; OLIGOMERIZATION; OLIGOMERS; OPTICAL SENSORS; POLYMERS; PROPANE; TOLUENE;

AUFBAU REACTION; INSERTION; OLIGOMER DISTRIBUTION; TOLUENE SOLUTIONS;

LIGHTING;

EID: 58449113793     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200802394     Document Type: Article

References (15)

1. K. R. Hall, A. Akgerman, R. G. Anthony, P. T. Eubank, J. A. Bullin, J. G. Cantrell, B. R. Weber, J. Betsill, Appea J. 2002, 59-63.
2. K. R. Hall, Catal. Today 2005, 106, 243-246.
3. See: D. L. Trimm, I. O. Y. Liu, N. Cant, J. Mol. Catal. A 2008, 288, 63-74, and references therein.
4. W. Reppe, O. Schlichting, K. Klager, T. Toepel, Justus Liebigs Ann. Chem. 1948, 560, 1.
5. M. J. Winter, in The Chemistry of the Metal-Carbon Bond, Vol. 3 (Eds.: F. R. Hartley, S. Patai). John Wiley and Sons. New York, 1985, pp. 259-294.
6. M. B. Sabade, M. F. Farona, Polym. Bull. 1987, 18, 441-446.
7. R. Duchateau, C. T. van Wee, A. Meetsma, J. H. Teuben, J. Am. Chem. Soc. 1993, 115, 4931-4932.
8. A. Haskel, J. Q. Wang, T. Straub, T. G. Neyroud, M. S. Eisen, J. Am. Chem. Soc. 1999, 121, 3025-3034.
9. K. Ziegler, Angew. Chem. 1952, 64, 323-329.
10. G. Wilke, Angew. Chem. 2003, 115, 5150-5159;
11. Angew. Chem. Int. Ed. 2003, 42, 5000-5008.
12. G. Wilke, H. Müller. Justus Liebigs Ann. Chem. 1960, 629, 222-240.
13. The possibility of the products arising by means of trace transition metal catalysis was suggested by a referee, but this can be ruled out based upon a wider study of acetylene oligomerization with a variety of metal catalysts (to be published). A range of early transition metal complexes trialled had no effect on the growth reaction, whereas later transition metals, which were active, gave a different range of products. In addition, catalysis was conducted in a glass autoclave, thereby eliminating the usual source of metal contamination.
14. See the Supporting Information for details.
15. Insertion of acetylene proceeds in a cis fashion, although the barrier to cisltrans isomerism in the growing chain is low, see: 1. Hyla-Kry-spin, R. Gleiter, J. Mol. Catal. A 2000, 160, 115-124.