Efficient and chromatography-free methodology for the modular synthesis of oligo-(1H-pyrazol-4-yl)-arenes with controllable size, shape and steric bulk. Issue 8 (24th February 2016)

• Record Type: Journal Article
• Authors: Kershaw Cook, Laurence J.; Kearsey, Rachel; Lamb, Jessica V.; Pace, Edward J.; Gould, Jamie A.
• Is Part Of: Tetrahedron letters. Volume 57:Issue 8(2016)
• Page Start: 895
• Page End: 898
• Publication Date: 2016-02-24
• Subjects: Pyrazoles -- Oligo-(1H-pyrazol-4-yl)-arenes -- Pyrazolate metal–organic frameworks -- Suzuki coupling -- Boronate pinacol esters; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2016.01.043
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Abstract: A novel methodology to synthesise oligo-(1 H -pyrazol-4-yl)-arenes with controllable size, shape and steric bulk from 1-trityl-1 H -pyrazol-4-ylboronate pinacol esters. This straightforward and efficient procedure can be applied to a variety of brominated aromatic precursors in a manner which leaves the pyrazole NH intact for further modification or coordination to metal ions. This will enable the synthesis of novel bioactive molecules and molecular material precursors, all achievable without any purification techniques beyond standard extraction and trituration.