Bulk synthesis of octa- and nonamethylfluorene (Flu '' H and Flu*H) and the characterization of the organometallic derivatives Flu*SnMe3, [(FeCp)(2)Flu*H][PF6](2), and [(FeCp)(2)Flu '' H][PF6](2)
The large-scale synthesis of two highly methylated fluorene ligands is reported, and the synthesis and characterization of three organometallic derivatives are reported. Starting with 1,2,3,4-tetramethylbenzene, 1,2,3,4,5,6,7,8-octa- and 1,2,3,4,5,6,7,8,9-nonamethylfluorene (Flu"H and Flu*H) ha...
Hlavní autoři: | , , , , |
---|---|
Médium: | Journal article |
Jazyk: | English |
Vydáno: |
2006
|
_version_ | 1826297138996314112 |
---|---|
author | Moss, J Thomas, J Ashley, A Cowley, A O'Hare, D |
author_facet | Moss, J Thomas, J Ashley, A Cowley, A O'Hare, D |
author_sort | Moss, J |
collection | OXFORD |
description | The large-scale synthesis of two highly methylated fluorene ligands is reported, and the synthesis and characterization of three organometallic derivatives are reported. Starting with 1,2,3,4-tetramethylbenzene, 1,2,3,4,5,6,7,8-octa- and 1,2,3,4,5,6,7,8,9-nonamethylfluorene (Flu"H and Flu*H) have been synthesized in overall yields of above 50%. Both fluorenes may be deprotonated at the 9 position to yield useful organometallic synthons; the Sn derivative, Flu*SnMe3, is synthesized using this reagent, and its molecular structure has been elucidated. The Fe bimetallics [(FeCp)2Flu*H][PF6]2 and [(FeCp)2Flu″H][PF6]2 have been isolated, and their electrochemical properties ascertained. Electrochemical measurements on these complexes show the methylated fluorene ligand acts as a strong electron donor and acts to increase the electronic communication between the metal centers, in comparison with the nonmethylated analogues. The solid-state structure of [(FeCp)2Flu*H][PF6]2 has been determined and, unlike the Sn complex, does not show a significantly twisted fluorenyl core. © 2006 American Chemical Society. |
first_indexed | 2024-03-07T04:27:00Z |
format | Journal article |
id | oxford-uuid:ccfcec92-f271-4bb8-a114-c6db12e22f57 |
institution | University of Oxford |
language | English |
last_indexed | 2024-03-07T04:27:00Z |
publishDate | 2006 |
record_format | dspace |
spelling | oxford-uuid:ccfcec92-f271-4bb8-a114-c6db12e22f572022-03-27T07:25:36ZBulk synthesis of octa- and nonamethylfluorene (Flu '' H and Flu*H) and the characterization of the organometallic derivatives Flu*SnMe3, [(FeCp)(2)Flu*H][PF6](2), and [(FeCp)(2)Flu '' H][PF6](2)Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:ccfcec92-f271-4bb8-a114-c6db12e22f57EnglishSymplectic Elements at Oxford2006Moss, JThomas, JAshley, ACowley, AO'Hare, DThe large-scale synthesis of two highly methylated fluorene ligands is reported, and the synthesis and characterization of three organometallic derivatives are reported. Starting with 1,2,3,4-tetramethylbenzene, 1,2,3,4,5,6,7,8-octa- and 1,2,3,4,5,6,7,8,9-nonamethylfluorene (Flu"H and Flu*H) have been synthesized in overall yields of above 50%. Both fluorenes may be deprotonated at the 9 position to yield useful organometallic synthons; the Sn derivative, Flu*SnMe3, is synthesized using this reagent, and its molecular structure has been elucidated. The Fe bimetallics [(FeCp)2Flu*H][PF6]2 and [(FeCp)2Flu″H][PF6]2 have been isolated, and their electrochemical properties ascertained. Electrochemical measurements on these complexes show the methylated fluorene ligand acts as a strong electron donor and acts to increase the electronic communication between the metal centers, in comparison with the nonmethylated analogues. The solid-state structure of [(FeCp)2Flu*H][PF6]2 has been determined and, unlike the Sn complex, does not show a significantly twisted fluorenyl core. © 2006 American Chemical Society. |
spellingShingle | Moss, J Thomas, J Ashley, A Cowley, A O'Hare, D Bulk synthesis of octa- and nonamethylfluorene (Flu '' H and Flu*H) and the characterization of the organometallic derivatives Flu*SnMe3, [(FeCp)(2)Flu*H][PF6](2), and [(FeCp)(2)Flu '' H][PF6](2) |
title | Bulk synthesis of octa- and nonamethylfluorene (Flu '' H and Flu*H) and the characterization of the organometallic derivatives Flu*SnMe3, [(FeCp)(2)Flu*H][PF6](2), and [(FeCp)(2)Flu '' H][PF6](2) |
title_full | Bulk synthesis of octa- and nonamethylfluorene (Flu '' H and Flu*H) and the characterization of the organometallic derivatives Flu*SnMe3, [(FeCp)(2)Flu*H][PF6](2), and [(FeCp)(2)Flu '' H][PF6](2) |
title_fullStr | Bulk synthesis of octa- and nonamethylfluorene (Flu '' H and Flu*H) and the characterization of the organometallic derivatives Flu*SnMe3, [(FeCp)(2)Flu*H][PF6](2), and [(FeCp)(2)Flu '' H][PF6](2) |
title_full_unstemmed | Bulk synthesis of octa- and nonamethylfluorene (Flu '' H and Flu*H) and the characterization of the organometallic derivatives Flu*SnMe3, [(FeCp)(2)Flu*H][PF6](2), and [(FeCp)(2)Flu '' H][PF6](2) |
title_short | Bulk synthesis of octa- and nonamethylfluorene (Flu '' H and Flu*H) and the characterization of the organometallic derivatives Flu*SnMe3, [(FeCp)(2)Flu*H][PF6](2), and [(FeCp)(2)Flu '' H][PF6](2) |
title_sort | bulk synthesis of octa and nonamethylfluorene flu h and flu h and the characterization of the organometallic derivatives flu snme3 fecp 2 flu h pf6 2 and fecp 2 flu h pf6 2 |
work_keys_str_mv | AT mossj bulksynthesisofoctaandnonamethylfluorenefluhandfluhandthecharacterizationoftheorganometallicderivativesflusnme3fecp2fluhpf62andfecp2fluhpf62 AT thomasj bulksynthesisofoctaandnonamethylfluorenefluhandfluhandthecharacterizationoftheorganometallicderivativesflusnme3fecp2fluhpf62andfecp2fluhpf62 AT ashleya bulksynthesisofoctaandnonamethylfluorenefluhandfluhandthecharacterizationoftheorganometallicderivativesflusnme3fecp2fluhpf62andfecp2fluhpf62 AT cowleya bulksynthesisofoctaandnonamethylfluorenefluhandfluhandthecharacterizationoftheorganometallicderivativesflusnme3fecp2fluhpf62andfecp2fluhpf62 AT ohared bulksynthesisofoctaandnonamethylfluorenefluhandfluhandthecharacterizationoftheorganometallicderivativesflusnme3fecp2fluhpf62andfecp2fluhpf62 |