An unusual addition reaction for constructing a novel pH-controlled fluorescence switch.

An unusual addition reaction for constructing a novel pH-controlled fluorescence switch.

Organic letters (2010-12-15)

Chunjie Zhou, Yongjun Li, Yingjie Zhao, Jianhong Zhang, Wenlong Yang, Yuliang Li

PMID21141986

ABSTRACT

A pH-controlled fluorescence switch based on a core-substituted naphthalenediimide compound (NDI-DBU) was constructed. The novel pentacyclic compound (NDI-DBU) was derived from naphthalenediimide (NDI) and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) in only one synthetic operation, catalysized by CuI.

MATERIALS

Product Number

Brand

Product Description

33482

Sigma-Aldrich

1,8-Diazabicyclo[5.4.0]undec-7-ene, puriss., ≥99.0% (GC)

139009

Sigma-Aldrich

1,8-Diazabicyclo[5.4.0]undec-7-ene, 98%

714852

Sigma-Aldrich

1,8-Diazabicyclo[5.4.0]undec-7-ene solution, 1 M in THF