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ERIC Number: EJ820749
Record Type: Journal
Publication Date: 2007-Mar
Pages: 3
Abstractor: As Provided
Reference Count: 4
ISSN: ISSN-0021-9584
Improved Synthesis of Geodken's Macrocycle through the Synthesis of the Dichloride Salt
Niewahner, J. H.; Walters, Keith A.; Wagner, Ashley
Journal of Chemical Education, v84 n3 p477-479 Mar 2007
The three-step synthesis of Geodken's macrocycle, H[subscript 2]C[subscript 22]H[subscript 22]N[subscript 4], (5,14-dihydro-6,8,15,17-tetramethyldibenzo[b,i]-[1,4,8,11] tetraazacyclotetradecahexane), in an overall yield of 65% is described. By utilizing the synthesis of the macrocycle's dichloride salt, H[subscript 2]C[subscript 22]H[subscript 22]N[subscript 4][middle dot]2HCl, this new synthetic procedure is an improvement over previously reported preparations. The procedure results in higher overall yield and one less step than that previously reported. This modification also demonstrates the effect of solvent on the nature of the product isolated from a reaction. (Contains 1 note and 1 figure/scheme.)
Division of Chemical Education of the American Chemical Society. Subscription Department, P.O. Box 1267, Bellmawr, NJ 08099-1267. Tel: 800-691-9846; Tel: 856-931-5825; Fax: 856-931-4115; e-mail:; Web site:
Publication Type: Journal Articles; Reports - Research
Education Level: Higher Education; Postsecondary Education
Audience: N/A
Language: English
Sponsor: N/A
Authoring Institution: N/A