Abstract
Dimerization of planarized diamine 2 using benzoyl peroxide gave dihydrazine 1 in about 70% yield; that is, three dehydrogenations (one CC- and two NN-homocouplings) and two ring closures were attained in one synthetic step. Dihydrazine 1 may be viewed as a chiral π-conjugated conjoined double helicene, with two homochiral [5]helicene-like fragments, annelated in their mid-sections. A relatively high barrier of ∼35 kcal mol-1 for inversion of configuration for one of the [5]helicene-like helices in 1 was found.
Original language | English (US) |
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Pages (from-to) | 9312-9313 |
Number of pages | 2 |
Journal | Journal of the American Chemical Society |
Volume | 127 |
Issue number | 26 |
DOIs | |
State | Published - Jul 6 2005 |
ASJC Scopus subject areas
- Catalysis
- General Chemistry
- Biochemistry
- Colloid and Surface Chemistry