Klapötke Thomas M, Krumm Burkhard, Piotrowski Holger, Polborn Kurt, Holl Gerhard
Department of Chemistry, Universität München Butenandtstr. 5-13 (D), 81377 München, Germany.
Chemistry. 2003 Feb 3;9(3):687-94. doi: 10.1002/chem.200390077.
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 CF(3), F, and N(3) revealed an interesting difference. In all cases with CF(3), F, and N(3) 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. (15)N NMR data and crystal structures of hexabenzylhexaazaisowurtzitane derivatives were obtained and are discussed in detail.
首个带有三氟甲基和叠氮基的六苄基六氮杂异伍兹烷笼状化合物，以及在3位和4位带有氟原子的此类化合物已被制备并得到全面表征。关于在2位或4位带有CF(3)、F和N(3)的情况下，取代基对苯环在形成六氮杂异伍兹烷多环方面的影响的研究揭示了一个有趣的差异。在所有4位带有CF(3)、F和N(3)取代基的情况下，相应的六苄基六氮杂异伍兹烷均被分离出来。当这些取代基位于2位时，也会形成相应的六苄基六氮杂异伍兹烷；然而，当2位带有叠氮基时，还分离并鉴定出了一种新型多环。获得了六苄基六氮杂异伍兹烷衍生物的(15)N NMR数据和晶体结构，并进行了详细讨论。
