TY - JOUR
T1 - Chiral ruthenium-terpyridine based metallodendrimers
T2 - Facile synthesis, characterization, and photophysical studies
AU - Jiang, Hua
AU - Lee, Suk Joong
AU - Lin, Wenbin
PY - 2002
Y1 - 2002
N2 - The new chiral ligand 4′-[6-(2,2′-diethoxy-1,1′-binaphthyl)]-2,2′: 6′,2″-terpyridine (L1) was synthesized in three steps in 47% overall yield starting from 6,6′-dibromo-2,2′-diethoxy-1,1′-binaphthalene. L1 was quantitatively converted to 4′-[6-(2,2′-dihydroxy-1,1′-binaphthyl)]-2,2′: 6′,2″-terpyridine (L2) by treatment with BBr3, while L2 was treated with tert-butyldimethylsilyl chloride to give to 4′-{6-[2,2′-bis(tert-butyldimethylsiloxy)-1,1′- binaphthyl]}-2,2′:6′,2″-terpyridine (L3) in high yields. These new chiral terpyridine ligands L1-3 were coordinated to Ru(III) centers to generate Ru(L1-3)Cl3 which were then treated with the tetrakis(terpyridine) core in the presence of 4-ethylmorpholine to afford chiral Ru(terpy)22+ based metallodendrimers containing enantiopure 1,1′-bi-2-naphthyl units in their peripheries. These chiral metallodendrimers were characterized by NMR, ESI-MS, and cyclic voltammetry, while their photophysical properties were studied using UV-Vis, luminescence, and circular dichroism spectroscopies.
AB - The new chiral ligand 4′-[6-(2,2′-diethoxy-1,1′-binaphthyl)]-2,2′: 6′,2″-terpyridine (L1) was synthesized in three steps in 47% overall yield starting from 6,6′-dibromo-2,2′-diethoxy-1,1′-binaphthalene. L1 was quantitatively converted to 4′-[6-(2,2′-dihydroxy-1,1′-binaphthyl)]-2,2′: 6′,2″-terpyridine (L2) by treatment with BBr3, while L2 was treated with tert-butyldimethylsilyl chloride to give to 4′-{6-[2,2′-bis(tert-butyldimethylsiloxy)-1,1′- binaphthyl]}-2,2′:6′,2″-terpyridine (L3) in high yields. These new chiral terpyridine ligands L1-3 were coordinated to Ru(III) centers to generate Ru(L1-3)Cl3 which were then treated with the tetrakis(terpyridine) core in the presence of 4-ethylmorpholine to afford chiral Ru(terpy)22+ based metallodendrimers containing enantiopure 1,1′-bi-2-naphthyl units in their peripheries. These chiral metallodendrimers were characterized by NMR, ESI-MS, and cyclic voltammetry, while their photophysical properties were studied using UV-Vis, luminescence, and circular dichroism spectroscopies.
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U2 - 10.1039/b206159g
DO - 10.1039/b206159g
M3 - Article
AN - SCOPUS:0036026125
SN - 1470-479X
SP - 3429
EP - 3433
JO - Journal of the Chemical Society, Dalton Transactions
JF - Journal of the Chemical Society, Dalton Transactions
IS - 18
ER -