Boronate Ester Bullvalenes
Harshal D. Patel, Thanh-Huyen Tran, Christopher J. Sumby, Lukáš F. Pašteka, Thomas Fallon
Abstract
Boronate ester bullvalenes are now accessible in two to four operationally simple steps. This unlocks late-stage diversification through Suzuki cross-coupling reactions to give mono-, di-, and trisubstituted bullvalenes. Moreover, a linchpin strategy enables preprogrammed installation of two different substituents. Analysis of solution phase isomer distributions and single-crystal X-ray structures reveals that isomer preference in the crystal lattice is due to general shape selectivity.
Topics & Concepts
ChemistrySelectivityCrystal structureLattice (music)Combinatorial chemistryStereochemistryOrganic chemistryCatalysisAcousticsPhysicsCrystallography and molecular interactionsOrganoboron and organosilicon chemistryBoron Compounds in Chemistry