TY - JOUR
T1 - Carbon-rich organometallics
T2 - Synthesis and characterization of new ferrocenyl end-capped bis(butadiynyl) fluorene derivatives
AU - Wong, Wai Yeung
AU - Lu, Guo Liang
AU - Choi, Ka Ho
AU - Guo, Yan He
N1 - Funding Information:
Financial support from the Faculty Research Grants of Hong Kong Baptist University (FRG/00-01/II-57) is gratefully acknowledged.
PY - 2005/1/3
Y1 - 2005/1/3
N2 - A new series of ferrocenyl end-capped bis(butadiynyl) fluorene complexes [(η 5-C 5H 5)Fe(η 5-C 5H 4) C≡CC≡CRC≡CC≡C(η 5-C 5H 4)Fe(η 5-C 5H 5)] (R = fluoren-9-one-2,7-diyl, 1; 9,9-dihexylfluorene-2,7-diyl, 2; 9- ferrocenylmethylenefluorene-2,7-diyl, 3; 9-ferrocenylphenylmethylenefluorene-2, 7-diyl, 4) have been synthesized in moderate yields by the oxidative coupling reactions of ethynylferrocene with half equivalents of the appropriate diethynylfluorene derivatives. All the new complexes have been characterized by FTIR, NMR and UV-vis spectroscopies and fast atom bombardment mass spectrometry. The molecular structures of selected molecules have been determined by X-ray crystallographic techniques. The electronic absorption and redox properties of these carbon-rich molecules were investigated and the data were compared with those for the corresponding 2,7-bis(ferrocenylethynyl)fluorene counterparts. Cyclic voltammetry indicates that the half-wave potential of the terminal ferrocenyl moieties becomes more anodic when the number of ethynyl units increases and when the 9-substituent of the central fluorene ring changes from an electron-donating group to an electron-deficient group.
AB - A new series of ferrocenyl end-capped bis(butadiynyl) fluorene complexes [(η 5-C 5H 5)Fe(η 5-C 5H 4) C≡CC≡CRC≡CC≡C(η 5-C 5H 4)Fe(η 5-C 5H 5)] (R = fluoren-9-one-2,7-diyl, 1; 9,9-dihexylfluorene-2,7-diyl, 2; 9- ferrocenylmethylenefluorene-2,7-diyl, 3; 9-ferrocenylphenylmethylenefluorene-2, 7-diyl, 4) have been synthesized in moderate yields by the oxidative coupling reactions of ethynylferrocene with half equivalents of the appropriate diethynylfluorene derivatives. All the new complexes have been characterized by FTIR, NMR and UV-vis spectroscopies and fast atom bombardment mass spectrometry. The molecular structures of selected molecules have been determined by X-ray crystallographic techniques. The electronic absorption and redox properties of these carbon-rich molecules were investigated and the data were compared with those for the corresponding 2,7-bis(ferrocenylethynyl)fluorene counterparts. Cyclic voltammetry indicates that the half-wave potential of the terminal ferrocenyl moieties becomes more anodic when the number of ethynyl units increases and when the 9-substituent of the central fluorene ring changes from an electron-donating group to an electron-deficient group.
KW - Alkynyl complexes
KW - Butadiyne
KW - Carbon-rich compounds
KW - Ferrocene
KW - Fluorene
UR - http://www.scopus.com/inward/record.url?scp=11044220597&partnerID=8YFLogxK
U2 - 10.1016/j.jorganchem.2004.09.008
DO - 10.1016/j.jorganchem.2004.09.008
M3 - Journal article
AN - SCOPUS:11044220597
SN - 0022-328X
VL - 690
SP - 177
EP - 186
JO - Journal of Organometallic Chemistry
JF - Journal of Organometallic Chemistry
IS - 1
ER -