title: The Propargyl Rearrangement to Functionalised Allyl-Boron and Borocation Compounds.
abstract: A diverse range of Lewis acidic alkyl, vinyl and aryl boranes and borenium compounds that are capable of new carbon-carbon bond formation through selective migratory group transfer have been synthesised. Utilising a series of heteroleptic boranes [PhB(C6 F5 )2 (1), PhCH2 CH2 B(C6 F5 )2 (2), and E-B(C6 F5 )2 (C6 F5 )C=C(I)R (R=Ph 3 a, nBu 3 b)] and borenium cations [phenylquinolatoborenium cation ([QOBPh][AlCl4 ], 4)], it has been shown that these boron-based compounds are capable of producing novel allyl- boron and boronium compounds through complex rearrangement reactions with various propargyl esters and carbamates. These reactions yield highly functionalised, synthetically useful boron substituted organic compounds with substantial molecular complexity in a one-pot reaction.
authors.affiliation: School of Chemistry, Main Building, Cardiff University, Cardiff, CF10 3AT, Cymru/Wales, UK.
authors.forename: Lewis C
authors.initials: LC
authors.lastname: Wilkins
authors.affiliation: School of Chemistry, Main Building, Cardiff University, Cardiff, CF10 3AT, Cymru/Wales, UK.
authors.forename: James R
authors.initials: JR
authors.lastname: Lawson
authors.affiliation: Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.
authors.forename: Philipp
authors.initials: P
authors.lastname: Wieneke
authors.affiliation: Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.
authors.forename: Frank
authors.initials: F
authors.lastname: Rominger
authors.affiliation: Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.|Chemistry Department, Faculty of Science, King Abdulaziz University (KAU), Jeddah, 21589, Saudi Arabia.
authors.forename: A Stephen K
authors.initials: AS
authors.lastname: Hashmi
authors.affiliation: Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.
authors.forename: Max M
authors.initials: MM
authors.lastname: Hansmann
authors.affiliation: School of Chemistry, Main Building, Cardiff University, Cardiff, CF10 3AT, Cymru/Wales, UK. MelenR@cardiff.ac.uk.
authors.forename: Rebecca L
authors.initials: RL
authors.lastname: Melen
keywords: allylboron; borenium; borocation; carboboration; main group