Designing a next generation of proton sponges: cyclopropeniminophosphazenes as the strongest pincer ligands. Issue 3 (20th January 2016)

• Record Type: Journal Article
• Authors: Barić, Danijela; Kovačević, Borislav
• Is Part Of: Tetrahedron letters. Volume 57:Issue 3(2016)
• Page Start: 442
• Page End: 445
• Publication Date: 2016-01-20
• Subjects: Cyclopropeneiminophosphazenes -- Proton sponges -- Organic superbases -- DFT calculations; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2015.12.054
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Abstract: New proton sponges with cyclopropeniminophospazenes as pincer ligands have been designed. It was shown that cyclopropeniminophosphazenes possess a gas phase basicity higher than the corresponding phosphazenes. Due to their lower steric demand in comparison to phosphazenes, cyclopropeniminophoshpazenes can be utilized in the design of synthetically accessible proton sponges with exceptionally high gas phase and solution phase basicity, with calculated PA values up to 330 kcal mol −1 and p K a in acetonitrile of 48.5 units.