Electron-rich triarylphosphines as nucleophilic catalysts for oxa-Michael reactions

• Susanne M. Fischer,
• Simon Renner,
• A. Daniel Boese and
• Christian Slugovc

Beilstein J. Org. Chem. 2021, 17, 1689–1697, doi:10.3762/bjoc.17.117

• masses of about 1200 g/mol at room temperature are accessible. Polymerizations carried out at 80 °C resulted in macromolecules containing a considerable share of Rauhut–Currier-type repeat units and consequently lower molar masses were obtained. Keywords: Michael acceptor affinity; Michael addition

• formation (Figure 3, right) was calculated in chloroform. The Michael acceptor affinity (MAA) of the nucleophiles is then given by the Gibbs free energy of the back reaction [37]. The respective energy differences calculated at the B3LYP/def2-TZVPPD level of theory are −96.3 kJ/mol (TPP), −94.2 kJ/mol

Cation affinity numbers of Lewis bases

• Christoph Lindner,
• Raman Tandon,
• Boris Maryasin,
• Evgeny Larionov and
• Hendrik Zipse

Beilstein J. Org. Chem. 2012, 8, 1406–1442, doi:10.3762/bjoc.8.163

• affinity (MOSCA) of a Lewis base. Reactions for the acetyl cation affinity (ACA) of a Lewis base (9a) and pyridine (9b). Reaction for the Michael-acceptor affinity (MAA) of a Lewis base. (a) General definition for a methyl cation transfer reaction between Lewis bases LB1 and LB2, and (b) methyl cation