Synthesis and Structures of Trifluoromethyl‐, Fluoro‐, and Azido‐Substituted Hexabenzylhexaazaisowurtzitanes and Isolation of a Novel Hexaazaisowurtzitane‐Based Polycycle
- 29 January 2003
- journal article
- research article
- Published by Wiley in Chemistry – A European Journal
- Vol. 9 (3), 687-694
- https://doi.org/10.1002/chem.200390077
Abstract
The first hexabenzylhexaazaisowurtzitane cage compounds with trifluoromethyl and azide groups, as well as those with fluorine atoms in the 3- and 4-positions, have been prepared and fully characterized. A study of the substituent influence on the benzene ring regarding the formation of the hexaazaisowurtzitane polycycle in either the 2- or 4-position with CF3, F, and N3 revealed an interesting difference. In all cases with CF3, F, and N3 substituents in the 4-position, the corresponding hexabenzylhexaazaisowurtzitanes were isolated. The corresponding hexabenzylhexaazaisowurtzitanes were also formed when these substituents were in the 2-position; however, in addition with azide in 2-position a novel type of polycycle was isolated and identified. 15N NMR data and crystal structures of hexabenzylhexaazaisowurtzitane derivatives were obtained and are discussed in detail.This publication has 16 references indexed in Scilit:
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