Atom efficient cyclotrimerization of dimethylcyanamide catalyzed by aluminium amide: A combined experimental and theoretical investigation

Chemical Communications

Volumn , Issue 31, 2008, Pages 3645-3647

  Dornan, Peter ^a   Rowley, Christopher N ^a   Priem, Jessica ^a   Barry, Seán T ^b   Burchell, Tara J ^c   Woo, Tom K ^a   Richeson, Darrin S ^a  

^a UNIVERSITY OF OTTAWA   (Canada)

^b CARLETON UNIVERSITY   (Canada)

^c UNIVERSITY OF OTTAWA   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

ALTRETAMINE; ALUMINUM; AMIDE; CYANAMIDE;

ARTICLE; CATALYSIS; CATALYST; CATALYST SUPPORT; CHEMICAL STRUCTURE; CRYSTALLOGRAPHY; CYCLIZATION; DENSITY FUNCTIONAL THEORY; RING CLOSING METATHESIS;

EID: 48249116788     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/b803732a     Document Type: Article

References (27)

1. B. J. Foster B. J. Harding B. Leylandjones D. Hoth Cancer Treat. Rev. 1986 13 197 217
2. B. Barton S. Gouws M. C. Schaefer B. Zeelie Org. Process Res. Dev. 2003 7 1071 1076
3. M. Azenha H. D. Burrows M. Canle R. Coimbra M. I. Fernandez M. V. Garcia A. E. Rodrigues J. A. Santaballa S. Steenken Chem. Commun. 2003 112 113
4. D. W. Kaiser J. T. Thurston J. R. Dudley F. C. Schaefer I. Hechenbleikner D. Holm-Hansen J. Am. Chem. Soc. 1951 73 2984 2986
5. T. L. Cairns A. W. Larchar B. C. McKusick J. Am. Chem. Soc. 1952 74 5633 5636
6. D. Marin M. Bauer V. A. Pankratov Russ. Chem. Rev. 1978 47 15
7. V. A. Pankratov A. E. Chesnokova Russ. Chem. Rev. 1989 58 20
8. L. V. R. Bonaga H. C. Zhang B. E. Maryanoff Chem. Commun. 2004 2394 2395
9. M. Cariou J. Simonet Can. J. Chem. 1991 69 861 864
10. C. Xia B. Sheng-Di W. Li L. Dian-Sheng Heterocycles 2005 65 1425 1430
11. A. Herrera R. Martinez-Alvarez P. Ramiro M. Chioua R. Chioua Synthesis 2004 503 505
12. H. J. Anderson N. C. Wang E. T. P. Jwili Can. J. Chem. 1971 49 2315
13. S. Saito, Main Group Metals in Organic Synthesis, Wiley-VCH, Weinheim, 2004, vol. 1, pp. 189-306
14. J. M. Hoerter K. M. Otte S. H. Gellman S. S. Stahl J. Am. Chem. Soc. 2006 128 5177 5183
15. J. M. Hoerter K. M. Otte S. H. Gellman Q. Cui S. S. Stahl J. Am. Chem. Soc. 2008 130 647 654
16. C. C. Chang C. S. Hsiung H. L. Su B. Srinivas M. Y. Chiang G. H. Lee Y. Wang Organometallics 1998 17 1595 1601
17. J. Grundy M. P. Coles P. B. Hitchcock J. Organomet. Chem. 2002 662 178 187
18. C. N. Rowley G. A. DiLabio S. T. Barry Inorg. Chem. 2005 44 1983 1991
19. N. J. Hill J. A. Moore M. Findlater A. H. Cowley Chem. Commun. 2005 5462 5464
20. J. R. Jennings J. E. Lloyd K. Wade J. Chem. Soc. 1965 5083 5094
21. J. E. Lloyd K. Wade J. Chem. Soc. 1965 2662 2668
22. R. S. Garigipati Tetrahedron Lett. 1990 31 1969 1972
23. F. Moise W. T. Pennington G. H. Robinson J. Coord. Chem. 1991 24 93 99
24. V. C. Gibson C. Redshaw A. J. P. White D. J. Williams Chem. Commun. 2001 79 80
25. B. Neumueller Z. Anorg. Allg. Chem. 2007 633 193 204
26. All calculations used PBE/6-311G**. See supporting material for full computational details
27. S. von Angerer, Science of Synthesis, Thieme, Stuttgart, 2004, vol. 17, pp. 449-583