Skip navigation
Please use this identifier to cite or link to this item: http://repository.iitr.ac.in/handle/123456789/3323
Title: Synthesis and characterization of polybrominated fluorenes and their conversion to polyphenylated fluorenes and cyclopenta[def]triphenylene
Authors: Kumar S.
Karthik D.
Thomas K.R.J.
Hundal M.S.
Published in: Tetrahedron Letters
Abstract: We report the synthesis and characterization of polyphenylated fluorene derivatives and a ring cyclized product containing cyclopenta[def]triphenylene core. Polybromination on fluorene was achieved either by solid state reaction with bromine or utilizing Br2/KBrO3 in AcOH/H 2SO4 mixture. The bromofluorenes were converted to the corresponding polyphenylated fluorenes by Suzuki coupling protocol. A hexabromofluorene underwent a multifold Suzuki coupling followed by C-H activation to produce a cyclopenta[def]triphenylene derivative. Fluorene ring showed a severe distortion from planarity beyond tetra-substitution which manifested in the optical properties. © 2014 Elsevier Ltd. All rights reserved.
Citation: Tetrahedron Letters (2014), 55(11): 1931-1935
URI: https://doi.org/10.1016/j.tetlet.2014.02.002
http://repository.iitr.ac.in/handle/123456789/3323
Issue Date: 2014
Keywords: Crystal structure
Fluorene
Optical properties
Polysubstitution
Suzuki coupling
ISSN: 404039
Author Scopus IDs: 7405769266
57195605812
57203389297
7005450733
Author Affiliations: Kumar, S., Organic Materials Laboratory, Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee 247 667, India
Karthik, D., Organic Materials Laboratory, Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee 247 667, India
Thomas, K.R.J., Organic Materials Laboratory, Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee 247 667, India
Hundal, M.S., Department of Chemistry, Guru Nanak Dev University, Amristar 143 005, India
Funding Details: K.R.J.T. is thankful to CSIR and DST for financial support. Financial support to ESI mass spectral facility through a DST-FIST project is also acknowledged.
Corresponding Author: Thomas, K.R.J.; Organic Materials Laboratory, Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee 247 667, India; email: krjt8fcy@iitr.ac.in
Appears in Collections:Journal Publications [CY]

Files in This Item:
There are no files associated with this item.
Show full item record


Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.