Unknown

Dataset Information

0

Design and synthesis of laser-activatable tetrazoles for a fast and fluorogenic red-emitting 1,3-dipolar cycloaddition reaction.


ABSTRACT: The design and synthesis of a new class of laser light activatable tetrazoles with extended ?-systems is reported. Upon 405 nm laser light irradiation, these bithiophene-substituted tetrazoles underwent extremely fast 1,3-dipolar cycloaddition reactions with dimethyl fumarate with second-order rate constants approaching 4000 M(-1) s(-1). The resulting pyrazoline cycloadducts exhibited solvent-dependent red fluorescence, making these tetrazoles potentially useful as fluorogenic probes for detecting alkenes in vivo.

SUBMITTER: An P 

PROVIDER: S-EPMC3854928 | biostudies-literature | 2013 Nov

REPOSITORIES: biostudies-literature

altmetric image

Publications

Design and synthesis of laser-activatable tetrazoles for a fast and fluorogenic red-emitting 1,3-dipolar cycloaddition reaction.

An Peng P   Yu Zhipeng Z   Lin Qing Q  

Organic letters 20131010 21


The design and synthesis of a new class of laser light activatable tetrazoles with extended π-systems is reported. Upon 405 nm laser light irradiation, these bithiophene-substituted tetrazoles underwent extremely fast 1,3-dipolar cycloaddition reactions with dimethyl fumarate with second-order rate constants approaching 4000 M(-1) s(-1). The resulting pyrazoline cycloadducts exhibited solvent-dependent red fluorescence, making these tetrazoles potentially useful as fluorogenic probes for detecti  ...[more]

Similar Datasets

| S-EPMC4126266 | biostudies-literature
| S-EPMC6059988 | biostudies-literature
| S-EPMC3345193 | biostudies-literature
| S-EPMC5148626 | biostudies-literature
| S-EPMC2587417 | biostudies-literature
| S-EPMC4988494 | biostudies-literature
| S-EPMC3671602 | biostudies-literature
| S-EPMC2515368 | biostudies-literature
| S-EPMC5811098 | biostudies-literature
| S-EPMC3943969 | biostudies-literature