Selective Oxidation of Alcohols Using Photoactive VO@g-C3N4

ACS Sustainable Chemistry and Engineering

Volumn 4, Issue 3, 2016, Pages 1094-1098

  Verma, Sanny ^a   Baig, R B Nasir ^a   Nadagouda, Mallikarjuna N ^a   Varma, Rajender S ^a  

^a U S ENVIRONMENTAL PROTECTION AGENCY   (United States)

Author keywords

Graphitic carbon nitride; Photocatalyst; Selective oxidation; Vanadium oxide; Visible light

Indexed keywords

CARBON NITRIDE; CATALYST ACTIVITY; CATALYSTS; KETONES; NITRIDES; OXIDATION; PHOTOCATALYSTS;

GRAPHITIC CARBON NITRIDES; MEDIATED ACTIVITIES; SELECTIVE OXIDATION; VANADIUM OXIDES; VISIBLE LIGHT;

LIGHT;

EID: 84960157864     PISSN: None     EISSN: 21680485     Source Type: Journal    
DOI: 10.1021/acssuschemeng.5b01163     Document Type: Article

References (30)

1. Narayanam, J. M. R.; Tucker, J. W.; Stephenson, C. R. Electron-transfer photoredox catalysis: development of a tin-free reductive dehalogenation reaction J. Am. Chem. Soc. 2009, 131, 8756-8757 10.1021/ja9033582
2. Nicewicz, D. A.; MacMillan, D. W. C. Merging photoredox catalysis with organocatalysis: the direct asymmetric alkylation of aldehydes Science 2008, 322, 77-80 10.1126/science.1161976
3. Ischay, M. A.; Anzovino, M. E.; Du, J.; Yoon, T. P. Efficient visible light photocatalysis of [2 + 2] enone cycloadditions J. Am. Chem. Soc. 2008, 130, 12886-12887 10.1021/ja805387f
4. Hernandez-Perez, A. C.; Collins, S. K. A visible-light-mediated synthesis of carbazoles Angew. Chem., Int. Ed. 2013, 52, 12696-12700 10.1002/anie.201306920
5. 2 immobilized Ru(II) polyazine complex: a visible-light active photoredox catalyst for oxidative cyanation of tertiary amines J. Mater. Chem. A 2014, 2, 4514-4519 10.1039/c3ta14783e
6. Liu, X.; Xia, Q.; Zhang, Y.; Chen, C.; Chen, W. Cu-NHC-TEMPO catalyzed aerobic oxidation of primary alcohols to aldehydes J. Org. Chem. 2013, 78, 8531-8536 10.1021/jo401252d
7. Zhu, Y.; Zhao, B.; Shi, Y. Highly efficient Cu(I)-catalyzed oxidation of alcohols to ketones and aldehydes with diaziridinone Org. Lett. 2013, 15, 992-995 10.1021/ol303431h
8. Shi, Z.; Zhang, C.; Tang, C.; Jiao, N. Recent advances in transition-metal catalyzed reactions using molecular oxygen as the oxidant Chem. Soc. Rev. 2012, 41, 3381-3430 10.1039/c2cs15224j
9. Verma, S.; Nandi, M.; Modak, A.; Jain, S. L.; Bhaumik, A. Novel organic-inorganic hybrid mesoporous silica supported oxo-vanadium schiff base for selective oxidation of alcohols Adv. Synth. Catal. 2011, 353, 1897-1902 10.1002/adsc.201100018
10. Mungse, H. P.; Verma, S.; Kumar, N.; Sain, B.; Khatri, O. P. Grafting of oxo-vanadium schiff base on graphene nanosheets and its catalytic activity for the oxidation of alcohols J. Mater. Chem. 2012, 22, 5427-5433 10.1039/c2jm15644j
11. Verma, S.; Le Bras, J. L.; Jain, S. L.; Muzart, J. Thiol-yne click on nano-starch: An expedient approach for grafting of oxo-vanadium Schiff base catalyst and its use in the oxidation of alcohols Appl. Catal., A 2013, 468, 334-340 10.1016/j.apcata.2013.08.007
12. Su, F. Z.; Chen, M.; Wang, L. C.; Huang, X. S.; Liu, Y. M.; Cao, Y.; He, H. Y.; Fan, K. N. Aerobic oxidation of alcohols catalyzed by gold nanoparticles supported on gallia polymorphs Catal. Commun. 2008, 9, 1027-1030 10.1016/j.catcom.2007.10.010
13. Verma, S.; Tripathi, D.; Gupta, P.; Singh, R.; Bahuguna, G. M.; Shivakumar K, L. N.; Chauhan, R. K.; Saran, S.; Jain, S. L. Highly dispersed palladium nanoparticles grafted onto nanocrystalline starch for the oxidation of alcohols using molecular oxygen as an oxidant Dalton Trans. 2013, 42, 11522-11527 10.1039/c3dt51059j
14. Beier, M. J.; Hansen, T. W.; Grunwaldt, J. D. Selective liquid-phase oxidation of alcohols catalyzed by a silver-based catalyst promoted by the presence of ceria J. Catal. 2009, 266, 320-330 10.1016/j.jcat.2009.06.022
15. Dreyer, D. R.; Jia, H. P.; Bielawski, C. W. Graphene oxide: a convenient carbocatalyst for facilitating oxidation and hydration reactions Angew. Chem., Int. Ed. 2010, 49, 6813-6816 10.1002/anie.201002160
16. Sundar, J. V.; Subramanian, V. Novel chemistry for the selective oxidation of benzyl alcohol by graphene oxide and N-doped graphene Org. Lett. 2013, 15, 5920-5923 10.1021/ol402958h
17. Verma, S.; Singh, R.; Tripathi, D.; Gupta, P.; Bahuguna, G. M.; Jain, S. L. Thiourea dioxide with TBHP: a fruitful and greener recipe for the catalytic oxidation of alcohols RSC Adv. 2013, 3, 4184-4188 10.1039/c3ra21971b
18. 2 and visible light J. Am. Chem. Soc. 2010, 132, 16299-16301 10.1021/ja102866p
19. 4 and N-hydroxy compounds Adv. Synth. Catal. 2011, 353, 1447-1451 10.1002/adsc.201100175
20. Zhang, P.; Deng, J.; Mao, J.; Li, H.; Wang, Y. Selective aerobic oxidation of alcohols by a mesoporous graphitic carbon nitride/N-hydroxyphthalimide system under visible-light illumination at room temperature Chin. J. Catal. 2015, 36, 1580-1586 10.1016/S1872-2067(15)60871-3
21. Gong, Y.; Li, M.; Li, H.; Wang, Y. Graphitic carbon nitride polymers: promising catalysts or catalyst supports for heterogeneous oxidation and hydrogenation Green Chem. 2015, 17, 715-736 10.1039/C4GC01847H
22. Zhang, P.; Gong, Y.; Li, H.; Chen, Z.; Wang, Y. Solvent-free aerobic oxidation of hydrocarbons and alcohols with Pd@N-doped carbon from glucose Nat. Commun. 2013, 4, 1593 10.1038/ncomms2586
23. Wang, Y.; Wang, X.; Antonietti, M. Polymeric graphitic carbon nitride as a heterogeneous organocatalyst: from photochemistry to multipurpose catalysis to sustainable chemistry Angew. Chem., Int. Ed. 2012, 51, 68-89 10.1002/anie.201101182
24. Varma, R. S. Journey on greener pathways: from the use of alternate energy inputs and benign reaction media to sustainable applications of nano-catalysts in synthesis and environmental remediation Green Chem. 2014, 16, 2027-2041 10.1039/c3gc42640h
25. Nasir Baig, R. B.; Varma, R. S. Magnetically retrievable catalysts for organic synthesis Chem. Commun. 2013, 49, 752-770 10.1039/C2CC35663E
26. Verma, S.; Mungse, H. P.; Kumar, N.; Choudhary, S.; Jain, S. L.; Sain, B.; Khatri, O. P. Graphene oxide: an efficient and reusable carbocatalyst for aza-michael addition of amines to activated alkenes Chem. Commun. 2011, 47, 12673-12675 10.1039/c1cc15230k
27. Nasir Baig, R. B.; Nadagouda, M. N.; Varma, R. S. Carbon-coated magnetic palladium: applications in partial oxidation of alcohols and coupling reactions Green Chem. 2014, 16, 4333-4338 10.1039/C4GC00748D
28. Verma, S.; Nasir Baig, R. B.; Han, C.; Nadagouda, M. N.; Varma, R. S. Magnetic graphitic carbon nitride: its application in the C-H activation of amines Chem. Commun. 2015, 51, 15554-15557 10.1039/C5CC05895C
29. Verma, S.; Nasir Baig, R. B.; Han, C.; Nadagouda, M. N.; Varma, R. S. Oxidative esterification via photocatalytic C-H activation Green Chem. 2016, 18, 251-254 10.1039/C5GC02025E
30. Borah, P.; Ma, X.; Nguyen, K. T.; Zhao, Y. A vanadyl complex grafted to periodic mesoporous organosilica: a green catalyst for selective hydroxylation of benzene to phenol Angew. Chem., Int. Ed. 2012, 51, 7756-7761 10.1002/anie.201203275