TY - JOUR
T1 - Carbon-rich organometallic materials derived from 4-ethynylphenylferrocene
AU - Wong, Wai Yeung
AU - Ho, Ka Yan
AU - Ho, Sze Ling
AU - Lin, Zhenyang
N1 - Funding Information:
Financial support from the Faculty Research Grants of Hong Kong Baptist University (FRG/00-01/II-57) is gratefully acknowledged.
PY - 2003/10/15
Y1 - 2003/10/15
N2 - Using 4-ethynylphenylferrocene (1) as the building block, a new series of rigid-rod alkynylferrocenyl precursors consisting of fluoren-9-one unit, 2-bromo-7-(4-ferrocenylphenylethynyl)fluoren-9-one (2a), 2,7-bis (4-ferrocenylphenylethynyl)fluoren-9-one (2b), 2-trimethylsilylethynyl-7- (4-ferrocenylphenylethynyl)fluoren-9-one (3) and 2-ethynyl-7-(4-ferrocenylphenylethynyl)fluoren-9-one (4) have been prepared in moderate to good yields. The acetylene complex 4 is a useful precursor for the synthesis of well-defined carbon-rich ferrocenyl heterometallic complexes, trans-[(η5-C5 H5) Fe(η5-C5H4) C6 H4C≡CRC≡CPt(PEt3) 2Ph] (5), trans-[(η5-C5 H5) Fe(η5-C5H4) C6 H4C≡CRC≡CPt(PBu3) 2 C≡CRC≡CC6H4 (η5- C5H4)Fe(η5 -C5 H5)] (6), trans-[(η5 -C5 H5)Fe(η5-C5 H4) C6H4C≡CRC≡CM(dppm) 2 Cl] (M=Ru (7), Os (8)) (R=fluoren-9-one-2,7-diyl). All new complexes have been characterized by FTIR, NMR and UV-Vis spectroscopies and fast atom bombardment mass spectrometry (FABMS). The molecular structures of 1, 2a, 4, 6 and 8 have been determined by single-crystal X-ray studies where an iron-iron through-space distance of nanosized dimension (ca. 42 Å) is observed in the trimetallic molecular rod 6. The electronic absorption, luminescence and electrochemical properties of these carbon-rich molecules were investigated and the data were correlated with the theoretical results obtained by the method of density functional theory.
AB - Using 4-ethynylphenylferrocene (1) as the building block, a new series of rigid-rod alkynylferrocenyl precursors consisting of fluoren-9-one unit, 2-bromo-7-(4-ferrocenylphenylethynyl)fluoren-9-one (2a), 2,7-bis (4-ferrocenylphenylethynyl)fluoren-9-one (2b), 2-trimethylsilylethynyl-7- (4-ferrocenylphenylethynyl)fluoren-9-one (3) and 2-ethynyl-7-(4-ferrocenylphenylethynyl)fluoren-9-one (4) have been prepared in moderate to good yields. The acetylene complex 4 is a useful precursor for the synthesis of well-defined carbon-rich ferrocenyl heterometallic complexes, trans-[(η5-C5 H5) Fe(η5-C5H4) C6 H4C≡CRC≡CPt(PEt3) 2Ph] (5), trans-[(η5-C5 H5) Fe(η5-C5H4) C6 H4C≡CRC≡CPt(PBu3) 2 C≡CRC≡CC6H4 (η5- C5H4)Fe(η5 -C5 H5)] (6), trans-[(η5 -C5 H5)Fe(η5-C5 H4) C6H4C≡CRC≡CM(dppm) 2 Cl] (M=Ru (7), Os (8)) (R=fluoren-9-one-2,7-diyl). All new complexes have been characterized by FTIR, NMR and UV-Vis spectroscopies and fast atom bombardment mass spectrometry (FABMS). The molecular structures of 1, 2a, 4, 6 and 8 have been determined by single-crystal X-ray studies where an iron-iron through-space distance of nanosized dimension (ca. 42 Å) is observed in the trimetallic molecular rod 6. The electronic absorption, luminescence and electrochemical properties of these carbon-rich molecules were investigated and the data were correlated with the theoretical results obtained by the method of density functional theory.
KW - Alkynyl complexes
KW - Ferrocene
KW - Fluorenone
KW - Osmium
KW - Platinum
UR - http://www.scopus.com/inward/record.url?scp=0142074892&partnerID=8YFLogxK
U2 - 10.1016/S0022-328X(03)00706-X
DO - 10.1016/S0022-328X(03)00706-X
M3 - Journal article
AN - SCOPUS:0142074892
SN - 0022-328X
VL - 683
SP - 341
EP - 353
JO - Journal of Organometallic Chemistry
JF - Journal of Organometallic Chemistry
IS - 2
ER -