title: Functional group chemistry at intramolecular frustrated Lewis pairs: substituent exchange at the Lewis acid site with 9-BBN.
abstract: The vicinal frustrated P/B Lewis pair (FLP) Mes(2)PCH(2)CH(2)B(C(6)F(5))(2) reacts with 9-borabicyclo[3.3.1]nonane (9-BBN) by C(6)F(5)vs. H exchange at boron to give the new [B]-H functionalized FLP Mes(2)PCH(2)CH(2)B(H)(C(6)F(5)) (4) and 9-C(6)F(5)-BBN. The latter was characterized as an isonitrile adduct by X-ray diffraction. The new FLP 4 forms an adduct with pyridine and it undergoes clean hydroboration reactions with 1-pentyne or added styrene or dimesitylvinylphosphane. The products formed stable adducts with pyridine; two such examples were also characterized by X-ray crystal structure analysis. A similar alkyl vs. hydrogen exchange was observed upon treatment of an Al/N based Lewis pair, iBu(2)Al-(Me(3)Si)C=C(H)-N(CH(2)CH(2))(2)NMe (14), with 9-BBN.
authors.affiliation: Organisch-Chemisches Institut, Universität Münster, Corrensstraße 40, 48149 Münster, Germany.
authors.forename: Markus
authors.initials: M
authors.lastname: Erdmann
authors.forename: Christian
authors.initials: C
authors.lastname: Rösener
authors.forename: Thorsten
authors.initials: T
authors.lastname: Holtrichter-Rößmann
authors.forename: Constantin G
authors.initials: CG
authors.lastname: Daniliuc
authors.forename: Roland
authors.initials: R
authors.lastname: Fröhlich
authors.forename: Werner
authors.initials: W
authors.lastname: Uhl
authors.forename: Ernst-Ulrich
authors.initials: EU
authors.lastname: Würthwein
authors.forename: Gerald
authors.initials: G
authors.lastname: Kehr
authors.forename: Gerhard
authors.initials: G
authors.lastname: Erker