Crystal structures of two thienyl analogs of benzil - 1,2-dithien-2- ylethanedione (2,2′-thenil) and 1,2-dithien-3-ylethanedione (3,3′-thenil)

Journal of Chemical Crystallography

Volumn 33, Issue 4, 2003, Pages 239-244

  Crundwell, Guy ^a   Sullivan, James ^a   Pelto, Ryan ^a   Kantardjieff, Katherine ^b  

^a CENTRAL CONNECTICUT STATE UNIVERSITY   (United States)

^b CALIFORNIA STATE UNIVERSITY   (United States)

Author keywords

Benzil; Disorder; Molecular structure; Thenil

Indexed keywords

ETHANE;

ARTICLE; CRYSTAL STRUCTURE; CRYSTALLIZATION; DATA ANALYSIS; MOLECULE; STRUCTURE ANALYSIS;

EID: 0347003383     PISSN: 10741542     EISSN: None     Source Type: Journal    
DOI: 10.1023/A:1023820908599     Document Type: Article

References (26)

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10. (c) [2,3-dithien-2-ylquinoyaline] Crudwell, G.; Sayer, D.; Herron, S.R.; Kantardjieff, K. Acta Crystal. 2003, E59, 0314-0315.
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12. [2,2′-thenil] (a) Marchese, G.; Babudri, F.; Fiandanese, V.; Punzi, A. Tetrahedron Lett., 1995, 36, 7305-7308. (b) Schuetz, R.D.; Nilles, G.P. J. Org. Chem. 1971, 36, 2486-2489. (c) Cardon, S.Z.; Lankelma, H.P.; J. Am. Chem. Soc. 1948, 70, 4248-4249. [3,3′-thenil] (d) Campaigne, E.; Bourgeois, R.C. J. Am. Chem. Soc. 1953, 75, 2702-2703.
13. [2,2′-thenil] (a) Marchese, G.; Babudri, F.; Fiandanese, V.; Punzi, A. Tetrahedron Lett., 1995, 36, 7305-7308. (b) Schuetz, R.D.; Nilles, G.P. J. Org. Chem. 1971, 36, 2486-2489. (c) Cardon, S.Z.; Lankelma, H.P.; J. Am. Chem. Soc. 1948, 70, 4248-4249. [3,3′-thenil] (d) Campaigne, E.; Bourgeois, R.C. J. Am. Chem. Soc. 1953, 75, 2702-2703.
14. [2,2′-thenil] (a) Marchese, G.; Babudri, F.; Fiandanese, V.; Punzi, A. Tetrahedron Lett., 1995, 36, 7305-7308. (b) Schuetz, R.D.; Nilles, G.P. J. Org. Chem. 1971, 36, 2486-2489. (c) Cardon, S.Z.; Lankelma, H.P.; J. Am. Chem. Soc. 1948, 70, 4248-4249. [3,3′-thenil] (d) Campaigne, E.; Bourgeois, R.C. J. Am. Chem. Soc. 1953, 75, 2702-2703.
15. [2,2′-thenil] (a) Marchese, G.; Babudri, F.; Fiandanese, V.; Punzi, A. Tetrahedron Lett., 1995, 36, 7305-7308. (b) Schuetz, R.D.; Nilles, G.P. J. Org. Chem. 1971, 36, 2486-2489. (c) Cardon, S.Z.; Lankelma, H.P.; J. Am. Chem. Soc. 1948, 70, 4248-4249. [3,3′-thenil] (d) Campaigne, E.; Bourgeois, R.C. J. Am. Chem. Soc. 1953, 75, 2702-2703.
16. Although many texts have these classic experiments, the following two texts were used as references. [Aldehyde condensation] (a) Pavia, D.L.; Lampman, G.M.; Kris, G.S.; Engel, R.G. Organic Laboratory Techniques: A Microscale Approach, 2nd Ed.; Saunders College Publishing: New York, 1995; pp 282-285. [Oxidation to ethanedione] (b) Lehman, J.W. Operational Organic Chemistry: A Laboratory Course, 2nd Ed.; Prentice Hall: New York, 1988, pp 500-501. More direct and elegant reactions are found in the literature with higher yields (see references 2a-b); however, the authors felt these above pathways were suitable for undergraduates starting independent research.
17. Although many texts have these classic experiments, the following two texts were used as references. [Aldehyde condensation] (a) Pavia, D.L.; Lampman, G.M.; Kris, G.S.; Engel, R.G. Organic Laboratory Techniques: A Microscale Approach, 2nd Ed.; Saunders College Publishing: New York, 1995; pp 282-285. [Oxidation to ethanedione] (b) Lehman, J.W. Operational Organic Chemistry: A Laboratory Course, 2nd Ed.; Prentice Hall: New York, 1988, pp 500-501. More direct and elegant reactions are found in the literature with higher yields (see references 2a-b); however, the authors felt these above pathways were suitable for undergraduates starting independent research.
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