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  • Tetrasubstituted olefinic xanthene dyes: synthesis via Pd-catalyzed 6-exo-dig cyclization/C-H activation of 2-bromobenzyl-N-propargylamines and solid state fluorescence properties.

Tetrasubstituted olefinic xanthene dyes: synthesis via Pd-catalyzed 6-exo-dig cyclization/C-H activation of 2-bromobenzyl-N-propargylamines and solid state fluorescence properties.

Organic letters (2013-01-12)
Avanashiappan Nandakumar, Paramasivan Thirumalai Perumal
ABSTRACT

Tetrasubstituted olefin based new xanthene derivatives have been synthesized via palladium-catalyzed carbopalladation/C-H activation of 2-bromobenzyl-N-propargylamine derivatives. The synthesized compounds display a pronounced solid state fluorescence due to their restricted internal rotation of a C-Ar bond in the solid or aggregation state.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Propargylamine, 98%
Sigma-Aldrich
Propargylamine hydrochloride, 95%
Sigma-Aldrich
N-Methyl-N-propargylbenzylamine, 97%
Sigma-Aldrich
Pargyline hydrochloride