Von Seebach, Malte; Kozhushkov, Sergei I.; Boese, Roland; Benet-Buchholz, Jordi; Yufit, Dmitrii S.; Howard, Judith A. K.; de Meijere, Armin:
A third-generation bicyclopropylidene: straightforward preparation of 15,15'-bis-(hexaspiro[2.0.2.0.0.0.2.0.2.0.1.0]pentadecylidene) and a C2v-symmetric branched [15]triangulane.
2000
In: Angewandte Chemie, International Edition, Jg. 39 (2000), Heft 14, S. 2495 - 2498
Artikel/Aufsatz in Zeitschrift / Fach: Chemie
Titel:
A third-generation bicyclopropylidene: straightforward preparation of 15,15'-bis-(hexaspiro[2.0.2.0.0.0.2.0.2.0.1.0]pentadecylidene) and a C2v-symmetric branched [15]triangulane.
Autor(in):
Von Seebach, Malte; Kozhushkov, Sergei I.; Boese, Roland im Online-Personal- und -Vorlesungsverzeichnis LSF anzeigen; Benet-Buchholz, Jordi; Yufit, Dmitrii S.; Howard, Judith A. K.; de Meijere, Armin
Erscheinungsjahr:
2000
Erschienen in:
Angewandte Chemie, International Edition, Jg. 39 (2000), Heft 14, S. 2495 - 2498
ISSN:

Abstract:

The synthesis of highly strained branched [15]triangulane I has been achieved by a copper assisted dimerization of 1-bromo-1-lithiocyclopropanes. 7,7-Dibromodispiro[2.0.2.1]heptane (II) underwent successive dimerization, cycloaddn., and dimerization to provide third generation bicyclopropylidene III. III proved resistant to cycloaddn. by dibromocarbenes but with less sterically demanding carbenes, e.g. dichlorocarbene, cycloaddn. occurred to give the corresponding dichlorocyclopropanes which underwent dehalogenation to produce I.