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Blue-Light Photocleavable Protecting Groups Based on Benzothiadiazole Scaffolds.

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An unexpected nucleophilic aromatic substitution lead to a novel benzothiadiazole scaffold that bore the functional group pattern associated with benzyl-type photocleavable protecting groups. The new molecules display efficient photochemical release… Click to show full abstract

An unexpected nucleophilic aromatic substitution lead to a novel benzothiadiazole scaffold that bore the functional group pattern associated with benzyl-type photocleavable protecting groups. The new molecules display efficient photochemical release of leaving groups with blue light. The performance of both ortho- and meta-substituted derivatives was probed through both structural manipulation and computational metrics to improve performance.

Keywords: blue light; based benzothiadiazole; protecting groups; light photocleavable; photocleavable protecting; groups based

Journal Title: Organic letters
Year Published: 2019

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