Titlebar

Export bibliographic data
Literature by the same author
plus on the publication server
plus at Google Scholar

 

Indazaboles : synthesis and molecular structure

Title data

Wrackmeyer, Bernd ; Shahid, Khadija ; Kempe, Rhett ; Döring, Christian ; Milius, Wolfgang:
Indazaboles : synthesis and molecular structure.
In: Applied Organometallic Chemistry. Vol. 24 (May 2010) Issue 5 . - pp. 398-401.
ISSN 1099-0739
DOI: https://doi.org/10.1002/aoc.1627

Abstract in another language

The reaction of 1-trimethylsilyl-indazole with boranes affords indazaboles accompanied by elimination of trimethysilane. Thus, the two isomers of parent indazabole are formed in a 1:1 ratio using borane in THF (BH3/THF), characterized by NMR spectroscopy in solution (1H, 11B and 13C NMR). In contrast, the analogous reaction with 1,2-bis(tetramethylene)diborane(6) proceeds to give a single isomer of the B-alkylated indazabole via symmetric ring cleavage of the diborane(6), as shown by NMR in solution and X-ray structural analysis in the solid state. The molecular structure is fluxional in solution. In the solid state, the central B2N4 ring adopts a distorted boat conformation. Calculated gas phase geometries of the parent indazaboles and of the B-alkylated indazabole were optimized by DFT methods at the B3LYP/6-311 + G(d,p) level of theory.

Further data

Item Type: Article in a journal
Refereed: Yes
Keywords: boranes; indazoles; NMR; X-ray
Institutions of the University: Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Chair Anorganic Chemistry I > Chair Anorganic Chemistry I - Univ.-Prof. Dr. Josef Breu
Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Chair Anorganic Chemistry II > Chair Anorganic Chemistry II - Univ.-Prof. Dr. Rhett Kempe
Faculties
Faculties > Faculty of Biology, Chemistry and Earth Sciences
Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry
Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Chair Anorganic Chemistry I
Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Chair Anorganic Chemistry II
Result of work at the UBT: Yes
DDC Subjects: 500 Science > 540 Chemistry
Date Deposited: 23 Mar 2018 07:48
Last Modified: 23 Mar 2018 07:48
URI: https://eref.uni-bayreuth.de/id/eprint/9949