Ring Opening Reactions through C-O Bond Cleavage Uniquely Adding Chemical Functionality to Boron SubphthalocyanineReport as inadecuate




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1

Department of Chemical Engineering and Applied Chemistry, University of Toronto, 200 College St., Toronto M5S 3E5, ON, Canada

2

Department of Materials Science and Engineering, University of Toronto, 184 College St., Toronto M5S 3E4, ON, Canada

3

Department of Chemistry, University of Toronto, 80 St. George St., Toronto M5S 3H6, ON, Canada





*

Author to whom correspondence should be addressed.



Academic Editor: Giuseppe Mele

Abstract We are reporting the unexpected reaction between bromo-boron subphthalocyanine Br-BsubPc and THF, 1,4-dioxane or γ-butyrolactone that results in the ring opening of the solvent and its addition into the BsubPc moiety. Under heating, the endocyclic C-O bond of the solvent is cleaved and the corresponding bromoalkoxy-BsubPc derivative is obtained. These novel alkoxy-BsubPc derivatives have remaining alkyl-bromides suitable for further functionalization. The alkoxy-BsubPcs maintain the characteristic strongly absorption in visible spectrum and their fluorescence quantum yields. View Full-Text

Keywords: boron; subphthalocyanine; alkoxy; alkyl; bromide; endocyclic; carbon; oxygen; bond boron; subphthalocyanine; alkoxy; alkyl; bromide; endocyclic; carbon; oxygen; bond





Author: Catherine Bonnier 1 and Timothy P. Bender 1,2,3,*

Source: http://mdpi.com/



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