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Title: Coordination and Ring Expansion of 1,2-Dipolar Molecules with 9-Phenyl-9-borafluorene
Award ID(s):
1753025
PAR ID:
10087210
Author(s) / Creator(s):
; ; ; ; ;
Date Published:
Journal Name:
Organometallics
Volume:
37
Issue:
17
ISSN:
0276-7333
Page Range / eLocation ID:
2917 to 2927
Format(s):
Medium: X
Sponsoring Org:
National Science Foundation
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    The reactions of 9-phenyl-9-borafluorene with trimethylsilyldiazomethane in a 1 : 1 and 1 : 2 stoichiometry furnished the corresponding BC 5 and BC 6 heterocycles via the formal insertion of one and two carbene units. 
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    Abstract The 9‐borataphenanthrene anion is easily accessed by deprotonation of a 9,10‐dihydro‐9‐boraphenanthrene and its diverse reactivity is investigated. Alkylation occurs at the carbon atom adjacent to boron, and room temperature hydroboration occurs across the B=C bond. The π‐manifold of the central BC5ring coordinates to chromium in an η6fashion while only the B=C unit binds η2to gold, indicating versatility of the 9‐borataphenanthrene anion as a ligand. Supporting calculations rationalize the reactivity and aromaticity is corroborated by nucleus‐independent chemical shift (NICS) indices. 
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    null (Ed.)
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