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...

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Hlavní autoři: Moss, J, Thomas, J, Ashley, A, Cowley, A, O'Hare, D
Médium: Journal article
Jazyk:English
Vydáno: 2006
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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.
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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
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