Controlled Knoevenagel reactions of methyl groups of 1,3,5,7-tetramethyl BODIPY dyes for unique BODIPY dyes

Authors

Shilei Zhu, Michigan Technological University
Jingtuo Zhang, Michigan Technological University
Giri Vegesna, Michigan Technological University
Ashutosh Tiwari, Michigan Technological UniversityFollow
Fen-Tair Luo, Academia Sinica
Matthias Zeller, Youngstown State University
Rudy Luck, Michigan Technological UniversityFollow
Haihua Li, University of Alabama - Tuscaloosa
Sarah Green, Michigan Technological UniversityFollow
Haiying Liu, Michigan Technological UniversityFollow

Document Type

Article

Publication Date

11-4-2011

Abstract

Formyl groups at 6- and 2,6-positions initiated Knoevenagel reactions of the methyl groups at the 7, and 1,7-positions of 1,3,5,7-tetramethyl BODIPY dyes with aromatic aldehydes. Formation of vinyl bonds at the 7-, and 1,7-positions facilitates further Knoevenagel reactions of the methyl groups at the 3,5-positions. This approach offers fast, facile and versatile ways to prepare potential novel building blocks of BODIPY dyes for conjugated oligomers, dendrimers, and highly water-soluble, near-infrared emissive sensing materials.

Publisher's Statement

© The Royal Society of Chemistry 2012. Article deposited here in compliance with publisher policy. Publisher's version of record: https://doi.org/10.1039/C1RA00678A

Publication Title

RSC Advances

Recommended Citation

Zhu, S., Zhang, J., Vegesna, G., Tiwari, A., Luo, F., Zeller, M., Luck, R., Li, H., Green, S., & Liu, H. (2011). Controlled Knoevenagel reactions of methyl groups of 1,3,5,7-tetramethyl BODIPY dyes for unique BODIPY dyes. RSC Advances, 2, 404-407. http://doi.org/10.1039/C1RA00678A
Retrieved from: https://digitalcommons.mtu.edu/chemistry-fp/113