Asymmetric Dipyrrin and F-BODIPYs Conjugated to Terminal Alkynes and Alkenes

作者:Figliola Carlotta; Robertson Katherine N; Greening Sarah; Thompson Alison
来源:Journal of Organic Chemistry, 2017, 82(13): 7059-7064.
DOI:10.1021/acs.joc.7b01129

摘要

An asymmetric meso-H dipyrrin featuring a conjugated terminal alkyne substituent was converted to its corresponding difluoro boron complex, and the extent of pi-conjugation was extended using Sonogashira cross-coupling. Treatment of the alkyne-substituted dipyrrin with BF3.OEt2 and NEt3 revealed the reactivity of the conjugated terminal alkyne toward Lewis-activated electrophilic substitution and led to the isolation of F-BODIPYs bearing terminal bromovinyl and enol substituents.

  • 出版日期2017-7-7