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Spontaneous Resolution, Asymmetric Catalysis, and Fluorescence Properties of Δ- and Λ-[Cu(Tzmp)]n Enantiomers from in Situ [2 + 3] Cycloaddition Synthesis.
- Source :
-
Inorganic Chemistry . 6/1/2015, Vol. 54 Issue 11, p5462-5466. 5p. - Publication Year :
- 2015
-
Abstract
- Although a number of acentric or chiral tetrazole complexes were synthesized from Sharpless reaction, there are no spontaneous resolution Cu(I)-tetrazole compounds from in situ [2 + 3] cycloaddition synthesis that have been reported before. The first enantiomers Δ- and Λ- of metal tetrazole compound [Cu(Tzmp)]n (1) (HTzmp = 3-tetrazolemethylpyridine) were obtained and isolated from in situ [2 + 3] cycloaddition reactions of a flexible organic nitrile (3-cyanomethylpyridine) with sodium azide in the presence of CuCl2 as the Lewis acid. Δ-1 and Λ-1 feature a homochiral helical coordination polymeric system and {4(4).6(2)} two-dimensional framework. The photoluminescence study suggests 1 exhibits strong green fluorescence in solid state with maximal emission peaks around 535 nm. Remarkably, the Δ- and Λ- of [Cu(Tzmp)]n (1) catalyzes the enantioselective Henry reaction with high yield (more than 96%) and certain enantioselectivity (up to 69%). [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 00201669
- Volume :
- 54
- Issue :
- 11
- Database :
- Academic Search Index
- Journal :
- Inorganic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 103351965
- Full Text :
- https://doi.org/10.1021/acs.inorgchem.5b00478