perlite-so3h nanoparticles as an efficient and reusable catalyst for one-pot three-component synthesis of 1,2-dihydro-1-aryl-naphtho[1,2-e][1,3]oxazine-3-one derivatives under both microwave-assisted and thermal solvent-free conditions: single crystal x-ray structure analysis and theoretical study

نویسندگان

ali ramazani

morteza rouhani

elahe mirhadi

masoome sheikhi

katarzyna ślepokura

چکیده

a general synthetic route for the synthesis of 1,2-dihydro-1-aryl-naphtho[1,2-e][1,3]oxazine-3-one derivatives has been developed using perlite-so3h nanoparticles as efficient catalyst under both microwave-assisted and thermal solvent-free conditions. the combination of 2-naphthol, aldehyde and urea enabled the synthesis of 1,2-dihydro-1-aryl-naphtho[1,2-e][1,3]oxazine-3-one derivatives in the presence of perlite-so3h nanoparticles in good to excellent yields. this method provides several advantages like simple work-up, environmentally benign, and shorter reaction times along with high yields. in order to explore the recyclability of the catalyst, the perlite-so3h nanoparticles in solvent-free conditions were used as catalyst for the same reaction repeatedly and the change in their catalytic activity was studied. it was found that perlite-so3h nanoparticles could be reused for four cycles with negligible loss of their activity. single crystal x-ray structure analysis and theoretical studies also were investigated for 4i product. the electronic properties of the compound have been analyzed using dft calculations (b3lyp/6-311+g*). the fmo analysis suggests that charge transfer takes place within the molecule and the homo is localized mainly on naphthalene and oxazinone rings whereas the lumo resides on the naphthalene ring.

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عنوان ژورنال:
nanochemistry research

ناشر: iranian chemical society

ISSN 2423-818X

دوره 1

شماره 1 2016

کلمات کلیدی
[ ' m i c r o w a v e ' , ' o x a z i n e ' , 3 , ' o n e ' , ' p e r l i t e ' , ' s o 3 h n a n o p a r t i c l e s ' , ' s i n g l e c r y s t a l x ' , ' r a y s t r u c t u r e a n a l y s i s ' , ' s o l v e n t ' , ' f r e e c o n d i t i o n s ' ]

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