β-AlkenylBODIPY Dyes: Regioselective Synthesis via Oxidative C-H Olefination, Photophysical Properties, and Bioimaging Studies

Jun Wang; Yongxin Li; Qingbao Gong; Hua Wang; Erhong Hao; Pui-Chi Lo; Lijuan Jiao

doi:10.1021/acs.joc.9b00020

Author(s)

Jun Wang
Qingbao Gong
Hua Wang
Erhong Hao
Lijuan Jiao

Related Research Unit(s)

Department of Biomedical Sciences

Detail(s)

Original language	English
Pages (from-to)	5078-5090
Journal / Publication	Journal of Organic Chemistry
Volume	84
Issue number	9
Online published	9 Apr 2019
Publication status	Published - 3 May 2019

Link(s)

DOI	DOI https://doi.org/10.1021/acs.joc.9b00020 Final Published version
	Check@CityULib
Link to Scopus	https://www.scopus.com/record/display.uri?eid=2-s2.0-85064979928&origin=recordpage
Permanent Link	https://scholars.cityu.edu.hk/en/publications/publication(c0eb39ac-6dbb-4bc8-a333-7955d8370afd).html

Abstract

A series of 2-alkenyl- and 2,6-dialkenylboron dipyrromethene (BODIPY) derivatives were synthesized through Pd(II)-catalyzed regioselective and stereoselective oxidative C-H olefination in one step. The 2-alkenyl BODIPY derivative further reacted with various amines regioselectively at the 5-position through direct oxidative nucleophilic substitution. The photophysical properties of the 2-alkenyl- and 2,6-dialkenyl-substituted BODIPYs were investigated, which showed great potential in fluorescent bioimaging.

Citation Format(s)

[ RIS ] [ BibTeX ]

β-AlkenylBODIPY Dyes : Regioselective Synthesis via Oxidative C-H Olefination, Photophysical Properties, and Bioimaging Studies. / Wang, Jun; Li, Yongxin; Gong, Qingbao et al.

In: Journal of Organic Chemistry, Vol. 84, No. 9, 03.05.2019, p. 5078-5090.

Research output: Journal Publications and Reviews (RGC: 21, 22, 62) › 21_Publication in refereed journal › peer-review

Wang, J, Li, Y, Gong, Q, Wang, H, Hao, E, Lo, P-C & Jiao, L 2019, 'β-AlkenylBODIPY Dyes: Regioselective Synthesis via Oxidative C-H Olefination, Photophysical Properties, and Bioimaging Studies', Journal of Organic Chemistry, vol. 84, no. 9, pp. 5078-5090. https://doi.org/10.1021/acs.joc.9b00020

Wang, J., Li, Y., Gong, Q., Wang, H., Hao, E., Lo, P-C., & Jiao, L. (2019). β-AlkenylBODIPY Dyes: Regioselective Synthesis via Oxidative C-H Olefination, Photophysical Properties, and Bioimaging Studies. Journal of Organic Chemistry, 84(9), 5078-5090. https://doi.org/10.1021/acs.joc.9b00020

Wang J, Li Y, Gong Q, Wang H, Hao E, Lo P-C et al. β-AlkenylBODIPY Dyes: Regioselective Synthesis via Oxidative C-H Olefination, Photophysical Properties, and Bioimaging Studies. Journal of Organic Chemistry. 2019 May 3;84(9):5078-5090. Epub 2019 Apr 9. doi: 10.1021/acs.joc.9b00020

Wang, Jun ; Li, Yongxin ; Gong, Qingbao et al. / β-AlkenylBODIPY Dyes : Regioselective Synthesis via Oxidative C-H Olefination, Photophysical Properties, and Bioimaging Studies. In: Journal of Organic Chemistry. 2019 ; Vol. 84, No. 9. pp. 5078-5090.