5 mmol and nano ruhap 40 mg was added naio 4 214 mg 1 mmol by portions over a period of 10 min at room temperature after complete reaction based on tlc monitoring excess naio 4 was quenched by a saturated na 2 s 2 o 3 solution the catalyst was separated from the reaction mixture by centrifugation and the recovered catalyst was washed with water and dried in vacuum before reuses the supernatant liquid was extracted with ch 2 cl 2 3 u00d7 10 ml and the combined organic extracts were dried over anhydrous na 2 so 4 the reaction products were identified and quantified by capillary gc analysis using 1 4 dichlorobenzene as internal standard with nano ruhap as catalyst alkenes were cleaved to corresponding aldehydes or ketones in excess yields upon treatment with naio 4 1 mmol in a 1 2 dichloroethane h 2 o 5 1 v v at room temperature for 2 3 hours table 2 oxidative cleavage of other stilbene derivatives such as cis stilbene and 1 methyl 1 2 diphenylethylene under the nano ruhap catalyzed conditions produced the carbonyl products in excellent yields gt 85 entries 2 3 as expected styrene u03b1 methylstyrene and trans u03b2 methylstyrene were found to undergo oxidative cleavage using the u201c nano ruhap naio 4 u201d protocol and benzaldehyde was obtained in 66 92 yields entries 4 6 when cyclic aromatic alkenes such as dihydronaphthalene was used as substrate the corresponding dicarbonyl product was isolated in 86 yield with 76 substrate conversion entry 7 likewise cyclic aliphatic alkenes such as norbornene and cyclooctene were found to undergo effective c u2550 c bond cleavage to afford the corresponding dicarbonyl products in 72 87 yields entries 8 9 oxidative cleavage of alkenes catalyzed by nano ruhap using oxone as oxidant.