TY  - JOUR
A1  - Kaehler, Tanja
A1  - John, Alexandra
A1  - Jin, Tao
A1  - Bolte, Michael
A1  - Lerner, Hans-Wolfram
A1  - Wagner, Matthias
T1  - Selective vicinal diiodination of polycyclic aromatic hydrocarbons
T2  - European Journal of Organic Chemistry
N2  - Vicinally diiodinated polycyclic aromatic hydrocarbons (I2‐PAHs) are accessible from the corresponding diborylated B2‐PAHs through boron/iodine exchange. The B2‐PAHs have been prepared via twofold electrophilic borylation reactions templated by a vicinally disilylated benzene. Our protocol is applicable to fluorenes, acenes, annulated acenes, oligoaryls, and even [5]helicene. Using B2‐naphthalene as the example, we have shown that the reaction scope can, in principle, be expanded to include the synthesis of vicinally dibrominated and dihydroxylated PAHs. The usefulness of the building blocks provided by our method in the field of optoelectronic materials was demonstrated by the successful conversion of I2‐fluoranthene to the analogous doubly alkynylated fluoranthene emitter.
KW  - Halogenation
KW  - Iodine
KW  - Polycyclic aromatic hydrocarbons
KW  - Synthetic methods
Y1  - 2020
UR  - http://publikationen.ub.uni-frankfurt.de/frontdoor/index/index/docId/57040
UR  - https://nbn-resolving.org/urn:nbn:de:hebis:30:3-570400
SN  - 1099-0690
VL  - 2020
SP  - 5847
EP  - 5851
PB  - Wiley-VCH Verl.
CY  - Weinheim
ER  -