Transannular interactions in mixed superphanes with one thiophene and one cpco-stabilized cyclobutadiene ring: syntheses, structures, and electrochemistry
Superphanes consisting of one thiophene ring and various substituted RCo-stabilized cyclobutadiene (CBD) rings (R = Cp, C5H4(CH3), C5(CH3)5, C5H4(Si(CH3)3), C5H4(COCH3), 8−12) and one superphane with one thiophene ring and one CpCo-stabilized cyclopentadienone ring (13) were synthesized. The startin...
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| Main Authors: | , , , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
January 5, 2007
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| In: |
Organometallics
Year: 2007, Volume: 26, Issue: 3, Pages: 644-650 |
| ISSN: | 1520-6041 |
| DOI: | 10.1021/om0608206 |
| Online Access: | Verlag, Volltext: http://dx.doi.org/10.1021/om0608206 Verlag, lizenzpflichtig, Volltext: https://pubs.acs.org/doi/abs/10.1021/om0608206 |
| Author Notes: | Silke Gath, Rolf Gleiter, Frank Rominger, and Christian Bleiholder |
| Summary: | Superphanes consisting of one thiophene ring and various substituted RCo-stabilized cyclobutadiene (CBD) rings (R = Cp, C5H4(CH3), C5(CH3)5, C5H4(Si(CH3)3), C5H4(COCH3), 8−12) and one superphane with one thiophene ring and one CpCo-stabilized cyclopentadienone ring (13) were synthesized. The starting point was a tricyclic diyne with a central thiophene ring and two condensed 4-cyclodecynes, 19. Heating of 19 with RCo(COD) yielded 8−12, whereas the heating of 19 with CpCo(CO)2 gave 13. X-ray structural investigation of 8−13 afforded the geometrical parameters in the solid state. Cyclic voltammetry showed a strong interaction between the thiophene ring and the CpCo-stabilized cyclobutadiene part. This interaction was substantiated by comparison between the CV data of 8−12 and model systems containing only the CpCo(CBD) part. |
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| Item Description: | Gesehen am 28.09.2017 |
| Physical Description: | Online Resource |
| ISSN: | 1520-6041 |
| DOI: | 10.1021/om0608206 |