In:
ChemElectroChem, Wiley, Vol. 6, No. 16 ( 2019-08-16), p. 4252-4256
Abstract:
Cyclic voltammograms of four spiro ‐bifluorenes involving C ( I ), Si ( II ), Ge ( III ) and Sn ( IV ) as the central atom were recorded in acetonitrile‐dichloromethane. Each substrate afforded one irreversible oxidation wave (between 1.7 to 1.9 V, vs. Ag/AgCl) and one irreversible reduction wave between −2.0 to −2.3 V (except for the Ge derivative III that showed a second irreversible reduction wave). Controlled potential anodic oxidation was executed for II – IV on a Pt anode. Surprisingly, each one of the substrates behaved differently: II yielded biphenyl (92 %) as the major product; III afforded moderate yields of a germafluorene dimer containing Ge−Ge bond (35 %) and 1,3,5‐triphenylbenzene 10 (22 %), and IV formed the aromatic derivative 10 as the major product (76 %). In all cases, chlorinated products were formed too. A plausible mechanism for the formation of the variety of products is suggested.
Type of Medium:
Online Resource
ISSN:
2196-0216
,
2196-0216
DOI:
10.1002/celc.201900233
Language:
English
Publisher:
Wiley
Publication Date:
2019
detail.hit.zdb_id:
2724978-5
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