TY - JOUR
T1 - Aliphatic and aromatic C-H activation of benzo[h]quinolines by Rh(I). Unique precursor dependent formation of mono-, di- and trinuclear complexes
AU - Salem, Hiyam
AU - Leitus, Gregory
AU - Shimon, Linda J.W.
AU - Diskin-Posner, Yael
AU - Milstein, David
N1 - Funding Information:
This research was supported by the European Research Council under the PF7 framework (ERC No. 246837), by the Israel Science Foundation, by the MINERVA Foundation and by the Bernice and Peter Cohn Catalysis Research Fund. D.M. is the Israel Matz Professor.
PY - 2011/4/15
Y1 - 2011/4/15
N2 - Treatment of 7,8-benzo[h]quinoline (bhq-H, 1) and 10-methyl benzo[h]quinoline (bhq-Me, 3) with [Rh(C2H4) 2(THF)2][BF4] resulted in double C-H activation of aliphatic and aromatic C-H bonds, yielding the Rh(III) complexes 4 and 5, respectively. The structures of 4 and 5 were revealed by X-ray diffraction. The reaction of 1 with two other slightly different rhodium precursors, [Rh(olefin)n(THF)2][BF4] (COE (n = 2), COD (n = 1)), led to completely different products, a dinuclear complex 7 and a trinuclear complex 6, respectively, which were characterized by X-ray diffraction. Complex 6 exhibits a rare linear Rh-Rh-Rh structure. Utilizing excess of 1 with [Rh(COD)(THF)2][BF4] led to the formation of a new product 8 with no C-H bond activation taking place. Additional C-H activation products of 1, cationic and neutral, in the presence of P iPr3 (9a, 9b and 10) are also presented.
AB - Treatment of 7,8-benzo[h]quinoline (bhq-H, 1) and 10-methyl benzo[h]quinoline (bhq-Me, 3) with [Rh(C2H4) 2(THF)2][BF4] resulted in double C-H activation of aliphatic and aromatic C-H bonds, yielding the Rh(III) complexes 4 and 5, respectively. The structures of 4 and 5 were revealed by X-ray diffraction. The reaction of 1 with two other slightly different rhodium precursors, [Rh(olefin)n(THF)2][BF4] (COE (n = 2), COD (n = 1)), led to completely different products, a dinuclear complex 7 and a trinuclear complex 6, respectively, which were characterized by X-ray diffraction. Complex 6 exhibits a rare linear Rh-Rh-Rh structure. Utilizing excess of 1 with [Rh(COD)(THF)2][BF4] led to the formation of a new product 8 with no C-H bond activation taking place. Additional C-H activation products of 1, cationic and neutral, in the presence of P iPr3 (9a, 9b and 10) are also presented.
KW - 10-Methyl benzo[h]quinolone
KW - 7,8-Benzo[h]quinolone
KW - C-H bond activation
KW - Rhodium complexes
KW - Trinuclear complex
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U2 - 10.1016/j.ica.2010.12.064
DO - 10.1016/j.ica.2010.12.064
M3 - Article
AN - SCOPUS:79953840316
VL - 369
SP - 260
EP - 269
JO - Inorganica Chimica Acta
JF - Inorganica Chimica Acta
SN - 0020-1693
IS - 1
ER -