Metal-Free Allylic Oxidation with Molecular Oxygen Catalyzed by g-C.sub.3N.sub.4 and N-Hydroxyphthalimide
Polymeric graphitic carbon nitride (g-C.sub.3N.sub.4) is a layered graphite-like nitrogen-rich material, bearing the potential ability to reductively adsorb molecular oxygen for catalytic allylic oxidation. Furthermore, N-hydroxyphthalimide (NHPI) has been recognized as an efficient catalyst for aer...
Saved in:
Published in | Catalysis letters Vol. 144; no. 4; pp. 717 - 722 |
---|---|
Main Authors | , , |
Format | Journal Article |
Language | English |
Published |
Springer
01.04.2014
|
Subjects | |
Online Access | Get full text |
Cover
Loading…
Abstract | Polymeric graphitic carbon nitride (g-C.sub.3N.sub.4) is a layered graphite-like nitrogen-rich material, bearing the potential ability to reductively adsorb molecular oxygen for catalytic allylic oxidation. Furthermore, N-hydroxyphthalimide (NHPI) has been recognized as an efficient catalyst for aerobic oxidation of various organic compounds under mild conditions in the presence of various co-catalysts. We present here a promising strategy for employing such nitride-rich g-C.sub.3N.sub.4 combined with NHPI to form an all-organic metal-free composite and have examined its activity for allylic oxidation with molecular oxygen as the primary terminal oxidant. In the case of allylic oxidation [alpha]-isophorone catalyzed by g-C.sub.3N.sub.4/NHPI gave priority to its corresponding carbonyl compound and epoxide. The effects of various reaction conditions on the catalytic reaction were optimized, affording 74.8 % conversion with 44.4 % selectivity of ketoisophorone at 130 °C in 5 h. Repeated runs demonstrated that the catalyst was stable for at least three cycles without noticeable loss of its catalytic activity. |
---|---|
AbstractList | Polymeric graphitic carbon nitride (g-C.sub.3N.sub.4) is a layered graphite-like nitrogen-rich material, bearing the potential ability to reductively adsorb molecular oxygen for catalytic allylic oxidation. Furthermore, N-hydroxyphthalimide (NHPI) has been recognized as an efficient catalyst for aerobic oxidation of various organic compounds under mild conditions in the presence of various co-catalysts. We present here a promising strategy for employing such nitride-rich g-C.sub.3N.sub.4 combined with NHPI to form an all-organic metal-free composite and have examined its activity for allylic oxidation with molecular oxygen as the primary terminal oxidant. In the case of allylic oxidation [alpha]-isophorone catalyzed by g-C.sub.3N.sub.4/NHPI gave priority to its corresponding carbonyl compound and epoxide. The effects of various reaction conditions on the catalytic reaction were optimized, affording 74.8 % conversion with 44.4 % selectivity of ketoisophorone at 130 °C in 5 h. Repeated runs demonstrated that the catalyst was stable for at least three cycles without noticeable loss of its catalytic activity. Graphical Polymeric graphitic carbon nitride (g-C.sub.3N.sub.4) is a layered graphite-like nitrogen-rich material, bearing the potential ability to reductively adsorb molecular oxygen for catalytic allylic oxidation. Furthermore, N-hydroxyphthalimide (NHPI) has been recognized as an efficient catalyst for aerobic oxidation of various organic compounds under mild conditions in the presence of various co-catalysts. We present here a promising strategy for employing such nitride-rich g-C.sub.3N.sub.4 combined with NHPI to form an all-organic metal-free composite and have examined its activity for allylic oxidation with molecular oxygen as the primary terminal oxidant. In the case of allylic oxidation [alpha]-isophorone catalyzed by g-C.sub.3N.sub.4/NHPI gave priority to its corresponding carbonyl compound and epoxide. The effects of various reaction conditions on the catalytic reaction were optimized, affording 74.8 % conversion with 44.4 % selectivity of ketoisophorone at 130 °C in 5 h. Repeated runs demonstrated that the catalyst was stable for at least three cycles without noticeable loss of its catalytic activity. |
Audience | Academic |
Author | Tang, Ruiren Wang, Zhen Liu, Guiyin |
Author_xml | – sequence: 1 fullname: Liu, Guiyin – sequence: 2 fullname: Tang, Ruiren – sequence: 3 fullname: Wang, Zhen |
BookMark | eNpVkE9PwzAMxSM0JLbBB-CWK4cUO0mb9jhVjE3aHwl22G1K27QLylrUdmLl0xMBB5APz7Lf70n2hIzqpjaE3CMECKAeO4Qw4gxQMuQADK_IGEPFWayS_cj3gMiE4vsbMum6NwBIFCZjYtem147NW2PozLnB2ZxuL7bQvW1q-mH7I103zuRnp1u_GCpT01R7ZPg0Bc0GWrE06M5ZIDbfIqmuC7phi6Fom8vwfuyP2tmTLcwtuS6168zdr07Jbv60SxdstX1eprMVq5QIWaniJCuzUBgEreMsASEABecyyXkGJcciKnjElUAZI49VLrUEFeoo0tLfJ6Yk-ImttDMHW5dN3-rcV2FONvdPK62fz6SQChXGoQce_gHe05tLX-lz1x2Wry9_vV-KlGsy |
ContentType | Journal Article |
Copyright | COPYRIGHT 2014 Springer |
Copyright_xml | – notice: COPYRIGHT 2014 Springer |
DBID | ISR |
DOI | 10.1007/s10562-014-1200-1 |
DatabaseName | Gale In Context: Science |
DatabaseTitleList | |
DeliveryMethod | fulltext_linktorsrc |
Discipline | Engineering Chemistry |
EISSN | 1572-879X |
ExternalDocumentID | A434717185 |
GroupedDBID | -4Y -58 -5G -BR -EM -~C .86 .VR 06C 06D 0R~ 0VY 199 1N0 203 29B 2J2 2JN 2JY 2KG 2KM 2LR 2~H 30V 4.4 406 408 409 40D 40E 53G 5GY 5VS 67Z 6NX 78A 8FE 8FG 8TC 8UJ 95- 95. 95~ 96X AAAVM AABHQ AACDK AAHNG AAIAL AAJBT AAJKR AANZL AARTL AASML AATNV AATVU AAUYE AAWCG AAYIU AAYQN AAYTO ABAKF ABBBX ABBXA ABDBF ABDZT ABECU ABFGW ABFTV ABHLI ABHQN ABJCF ABJNI ABJOX ABKCH ABKTR ABMNI ABMQK ABNWP ABQBU ABSXP ABTEG ABTHY ABTKH ABTMW ABULA ABWNU ABXPI ACAOD ACBXY ACDTI ACGFS ACHSB ACHXU ACIPQ ACIWK ACKNC ACMDZ ACMLO ACOKC ACOMO ACSNA ACWMK ACZOJ ADHHG ADHIR ADIMF ADINQ ADKNI ADKPE ADRFC ADTPH ADURQ ADYFF ADZKW AEBTG AEFQL AEGAL AEGNC AEJHL AEJRE AEKMD AEMSY AENEX AEOHA AEPYU AESKC AESTI AETLH AEVLU AEVTX AEXYK AFBBN AFGCZ AFKRA AFLOW AFQWF AFWTZ AFZKB AGAYW AGDGC AGJBK AGMZJ AGQEE AGQMX AGRTI AGWIL AGWZB AGYKE AHBYD AHKAY AHSBF AHYZX AIAKS AIGIU AIIXL AILAN AIMYW AITGF AJBLW AJRNO AJZVZ AKQUC ALMA_UNASSIGNED_HOLDINGS ALWAN AMKLP AMXSW AMYLF AMYQR AOCGG ARMRJ ASPBG AVWKF AXYYD AYJHY AZFZN B-. BA0 BDATZ BENPR BGLVJ BGNMA CCPQU CS3 CSCUP D1I DDRTE DL5 DNIVK DPUIP EBLON EBS EIOEI EJD ESBYG ESX F5P FEDTE FERAY FFXSO FIGPU FINBP FNLPD FRRFC FSGXE FWDCC G-Y G-Z GGCAI GGRSB GJIRD GNWQR GQ6 GQ7 GQ8 GXS HCIFZ HF~ HG5 HG6 HMJXF HQYDN HRMNR HVGLF I09 IAO IHE IJ- IKXTQ ISR ITC ITM IWAJR IXC IZIGR IZQ I~X I~Z J-C J0Z JBSCW JCJTX JZLTJ KB. KDC KOV LAK LLZTM M4Y MA- N2Q N9A NB0 NPVJJ NQJWS NU0 O93 O9G O9I O9J OAM P19 P2P P9N PDBOC PF0 PT4 PT5 QOK QOR QOS R89 R9I RHV RNS ROL RPX RSV S16 S27 S3B SAP SCM SDH SDM SHX SISQX SJYHP SNE SNPRN SNX SOHCF SOJ SPISZ SQXTU SRMVM SSLCW STPWE SZN T13 TSG TSK TSV TUC U2A UG4 UNUBA UOJIU UTJUX UZXMN VC2 VFIZW W23 W48 WJK WK8 YLTOR Z45 Z5O Z7R Z7S Z7U Z7V Z7W Z7X Z7Y Z7Z Z81 Z83 Z85 Z86 Z87 Z88 Z8M Z8N Z8O Z8P Z8Q Z8R Z8T Z8W Z91 Z92 ZMTXR ~EX ~KM AAFGU AAYFA ABKAS ACBMV ACBRV ACBYP ACIGE ACTTH ACVWB ADMDM ADOXG AEFTE AFNRJ AGGBP AJDOV |
ID | FETCH-LOGICAL-g735-f789bfb53e10aa8b90330132249c2b0f21d6d262731481287c4a4075a66a43723 |
ISSN | 1011-372X |
IngestDate | Fri Feb 02 04:18:33 EST 2024 Thu Aug 01 20:11:30 EDT 2024 |
IsPeerReviewed | true |
IsScholarly | true |
Issue | 4 |
Language | English |
LinkModel | OpenURL |
MergedId | FETCHMERGED-LOGICAL-g735-f789bfb53e10aa8b90330132249c2b0f21d6d262731481287c4a4075a66a43723 |
PageCount | 6 |
ParticipantIDs | gale_infotracacademiconefile_A434717185 gale_incontextgauss_ISR_A434717185 |
PublicationCentury | 2000 |
PublicationDate | 20140401 |
PublicationDateYYYYMMDD | 2014-04-01 |
PublicationDate_xml | – month: 04 year: 2014 text: 20140401 day: 01 |
PublicationDecade | 2010 |
PublicationTitle | Catalysis letters |
PublicationYear | 2014 |
Publisher | Springer |
Publisher_xml | – name: Springer |
SSID | ssj0009719 |
Score | 2.1137166 |
Snippet | Polymeric graphitic carbon nitride (g-C.sub.3N.sub.4) is a layered graphite-like nitrogen-rich material, bearing the potential ability to reductively adsorb... |
SourceID | gale |
SourceType | Aggregation Database |
StartPage | 717 |
SubjectTerms | Boron nitride Oxidation-reduction reactions |
Title | Metal-Free Allylic Oxidation with Molecular Oxygen Catalyzed by g-C.sub.3N.sub.4 and N-Hydroxyphthalimide |
Volume | 144 |
hasFullText | 1 |
inHoldings | 1 |
isFullTextHit | |
isPrint | |
link | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV3Nb9MwFLdgOwAHNAZoAzZZCIkDMkocJ26OXVlVEC3SKKLiUtmx00YqHepSieyv5_kjHx07DC5p9Ro5bd9Pz-_Dv_cQepOKHs9p2iOKyhgClJwRIVRAMqo4zbjUCTNs5PEkGX1jn2bxrE1lW3ZJKd9n17fySv5HqyADvRqW7D9otlkUBPAe9AtX0DBc76TjsQbXmQw3Wr_rr1aV6Vf95XfhpiS5DOu4nn4LH1SwjmH8iVV17fzOBRnYGVjRxL4wW0mYkFGlzOGWX8tyCV76z0Ld6GdQ-j4mK0sFapzyz8XWZtm3RVW0x3t9PvrC8Mka6Xcv_bH0Mp93CLvHVbp5x47tNNnWiNvp6LC1eHvKjcFNZzsG13V89MhiHfPJHY_zL7Me1DRn8NaI-S4hwICE7R5W1-0_fr3YFbrWviyCPRh24fg-2qc8jSFK3--ffTgbtv2ZuZ0B0_yGugDuWJa7j_W7d8cPmR6gxz6AwH2Hhifonl4fogeDem7fIXrUaTH5FBUtRrDHCG4wgg1GcIMR7DCCG4xgWeGbGMGAEXwbRp6h6fB8OhgRP16DLHgUk5z3UpnLONJhIERPpkEU2cIbSzMqg5yGKlE0AfcWImbwYnjGBET_sUgSYYq90XO0t75c6yOEc5nFNBAQqoaChcL0SFQsyIRWqYQAgR2j1-YPm5t-I2tzoGkhtldXc1DWvFXNMXrrb8ovy43IhOeHwCNMi7LOnS_ustxL9LBF7Su0V262-gT8x1Keet3_AUCjbq4 |
link.rule.ids | 315,786,790,27957,27958 |
linkProvider | EBSCOhost |
openUrl | ctx_ver=Z39.88-2004&ctx_enc=info%3Aofi%2Fenc%3AUTF-8&rfr_id=info%3Asid%2Fsummon.serialssolutions.com&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.atitle=Metal-Free+Allylic+Oxidation+with+Molecular+Oxygen+Catalyzed+by+g-C.sub.3N.sub.4+and+N-Hydroxyphthalimide&rft.jtitle=Catalysis+letters&rft.au=Liu%2C+Guiyin&rft.au=Tang%2C+Ruiren&rft.au=Wang%2C+Zhen&rft.date=2014-04-01&rft.pub=Springer&rft.issn=1011-372X&rft.eissn=1572-879X&rft.volume=144&rft.issue=4&rft.spage=717&rft_id=info:doi/10.1007%2Fs10562-014-1200-1&rft.externalDBID=ISR&rft.externalDocID=A434717185 |
thumbnail_l | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=1011-372X&client=summon |
thumbnail_m | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=1011-372X&client=summon |
thumbnail_s | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=1011-372X&client=summon |