TY  - JOUR
A1  - Gilmer, Jannik
A1  - Budy, Hendrik
A1  - Kaese, Thomas
A1  - Bolte, Michael
A1  - Lerner, Hans-Wolfram
A1  - Wagner, Matthias
T1  - The 9H-9-borafluorene dianion: a surrogate for elusive diarylboryl anion nucleophiles
T2  - Angewandte Chemie
N2  - Double reduction of the THF adduct of 9H-9-borafluorene (1⋅THF) with excess alkali metal affords the dianion salts M2[1] in essentially quantitative yields (M=Li–K). Even though the added charge is stabilized through π delocalization, [1]2− acts as a formal boron nucleophile toward organoboron (1⋅THF) and tetrel halide electrophiles (MeCl, Et3SiCl, Me3SnCl) to form B−B/C/Si/Sn bonds. The substrate dependence of open-shell versus closed-shell pathways has been investigated.
KW  - boron
KW  - boryl anions
KW  - nucleophilic substitution
KW  - radical reactions
KW  - umpolung
Y1  - 2019
UR  - http://publikationen.ub.uni-frankfurt.de/frontdoor/index/index/docId/63823
UR  - https://nbn-resolving.org/urn:nbn:de:hebis:30:3-638237
SN  - 1521-3773
VL  - 59
IS  - 14
SP  - 5621
EP  - 5625
PB  - Wiley-VCH
CY  - Weinheim
ER  -