9-Diazofluorene (DAF) is catalytically decomposed at 25 degreesC in CH2Cl2 in the presence of 1 mol% of the dicationic platinum(II) complex cis-[Pt(PPh3)(2)(CH3CN)(2)][BF4](2) (1) to give the olefin product 9,9 ' -bifluorenylidene in high yield. Furthermore, DAF undergoes an insertion reaction into the O-H bond of methanol at 25 degreesC in CH2Cl2/MeOH (DAF/MeOH molar ratio 1/20) in the presence of 1 mol%, of 1 to give 9-methoxyfluorene in excellent yield. With neutral or cationic dirhodium(II) complexes as catalysts the same reaction yields further products, suggesting the existence of different parallel reaction pathways.
Catalytic Activity of Dicationic Platinum(II) and Rhodium(II) Complexes towards 9-Diazofluorene
MICHELIN, RINO;BERTANI, ROBERTA;MOZZON, MIRTO;SASSI, ALESSANDRO;BASATO, MARINO;BIFFIS, ANDREA;MARTINATI, GIANLUCA;ZECCA, MARCO
2001
Abstract
9-Diazofluorene (DAF) is catalytically decomposed at 25 degreesC in CH2Cl2 in the presence of 1 mol% of the dicationic platinum(II) complex cis-[Pt(PPh3)(2)(CH3CN)(2)][BF4](2) (1) to give the olefin product 9,9 ' -bifluorenylidene in high yield. Furthermore, DAF undergoes an insertion reaction into the O-H bond of methanol at 25 degreesC in CH2Cl2/MeOH (DAF/MeOH molar ratio 1/20) in the presence of 1 mol%, of 1 to give 9-methoxyfluorene in excellent yield. With neutral or cationic dirhodium(II) complexes as catalysts the same reaction yields further products, suggesting the existence of different parallel reaction pathways.
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