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https://hdl.handle.net/2440/36371
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Type: | Journal article |
Title: | Synthesis, X-ray and conformational studies of novel tetrazole-containing macrocyles: 4,13-dioxa-1,7,8,9,17,18,19,20-octaazatricyclo[14.2.1⁷, ¹⁰]icosa-8,10(20),16(19),17-tetraene and 4,14-dioxa-1,7,8,9,10,18,19,20-octaazatricyclo[15.2.1.0⁷, ¹⁰]icosa-8 |
Other Titles: | Synthesis, X-ray and conformational studies of novel tetrazole-containing macrocyles: 4,13-dioxa-1,7,8,9,17,18,19,20-octaazatricyclo[14.2.1(7), (10)]icosa-8,10(20),16(19),17-tetraene and 4,14-dioxa-1,7,8,9,10,18,19,20-octaazatricyclo[15.2.1.0(7), (10)]icosa-8 |
Author: | Zubarev, V. Trifonov, R. Filichev, V. Ostrovskii, V. Abell, A. Edmonds, M. |
Citation: | Journal of the Chemical Society, Perkin Transactions 2, 2001; 3(3):417-421 |
Publisher: | Royal Soc Chemistry |
Issue Date: | 2001 |
ISSN: | 1472-779X 1364-5471 |
Statement of Responsibility: | Vadim Yu. Zubarev, Rostislav E. Trifonov, Vyacheslav V. Filichev, Vladimir A. Ostrovskii, Andrew D. Abell and Michael K. Edmonds |
Abstract: | Alkylation of 1,5-bis(tetrazol-5-yl)-3-oxapentane by 2,2-dichlorodiethyl ether under conditions of high dilution led to two isomeric crown-like macrocycles: 4,13-dioxa-1,7,8,9,17,18,19,20-octaazatricyclo[14.2.1.17,10]icosa-8,10(20),16(19),17-tetraene 2 and 4,14-dioxa-1,7,8,9,10,18,19,20-octaazatricyclo[15.2.1.07,10]icosa-8,10,17(20),18-tetraene 3. The crystal structures of both compounds were determined. In the crystalline state, macrocycle 2 exists in syn-form with a symmetry near Cs, whereas macrocycle 3 has only C1 symmetry. The latter was observed to adopt two different conformations in the crystalline state. An AM1 conformational analysis of macrocycle 2 revealed 30 different conformations, one of which is similar to the observed crystal structure. |
Description: | © Royal Society of Chemistry 2007 |
DOI: | 10.1039/b006217k |
Published version: | http://dx.doi.org/10.1039/b006217k |
Appears in Collections: | Aurora harvest Chemistry publications |
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