THE ALLEGED ISOLABLE 1,4,5,6-TETRACHLORO-7,7-DIMETHOXYNORBORNADIENE-2,3-DICARBOXYLIC ANHYDRIDE
Addition of dibromomaleic anhydride to tetrachlorocyclopentadienone dimethyl acetal gives the pseudo-lactone 11 (X-ray crystal structure analysis) and not the mixture of endo- and exo-adducts 2 previously claimed; reduction of this product with Zn/HOAc gives 13 and 14 rather than the putative isolab...
Saved in:
Published in | Journal of the Chemical Society, Perkin Transactions 1 no. 6; pp. 721 - 724 |
---|---|
Main Authors | , , |
Format | Journal Article |
Language | English |
Published |
CAMBRIDGE
Royal Soc Chemistry
1994
Royal Society of Chemistry |
Subjects | |
Online Access | Get full text |
Cover
Loading…
Abstract | Addition of dibromomaleic anhydride to tetrachlorocyclopentadienone dimethyl acetal gives the pseudo-lactone 11 (X-ray crystal structure analysis) and not the mixture of endo- and exo-adducts 2 previously claimed; reduction of this product with Zn/HOAc gives 13 and 14 rather than the putative isolable norbornadienone acetal 3. |
---|---|
AbstractList | Addition of dibromomaleic anhydride to tetrachlorocyclopentadienone dimethyl acetal gives the pseudo-lactone 11 (X-ray crystal structure analysis) and not the mixture of endo- and exo-adducts 2 previously claimed; reduction of this product with Zn/HOAc gives 13 and 14 rather than the putative isolable norbornadienone acetal 3. |
Author | JONES, DW SUNKO, DE THORNTONPETT, M |
Author_xml | – sequence: 1 givenname: DW surname: JONES fullname: JONES, DW – sequence: 2 givenname: DE surname: SUNKO fullname: SUNKO, DE – sequence: 3 givenname: M surname: THORNTONPETT fullname: THORNTONPETT, M |
BackLink | http://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=4019955$$DView record in Pascal Francis |
BookMark | eNqN0M9LwzAUB_AgE9ymN_-AHbzZ6EvSn8eujWuhtlArbBdLmqZQme1oK-J_b8ZkePRdAi-f9-B9F2jW9Z1C6JbAAwHmPR6I55mgy6HkAs0pWIBdalkzNAcGgD1Kt1doMY7v2hDw7Dl6KyK-8pOEb3i4il-yxF8nfEUM07AMGxe8yP0gSrI8w47h4DB-5kWUbXdplq-zPPXDmKccU4Ppr8DXve0uiYOVn0a7MI9Dfo0uG7Ef1c3vu0SvT7wIIpxkGz2QYElde8IKKuYQm9jUlY3TmNIkddU4zKyEqFQtHKFEDVKaUlXKYhaAXQGt9Wk182gNbImM01459OM4qKY8DO2HGL5LAuUxm_JvNprfnfhBjFLsm0F0sh3PMyZobFma3Z_Yl6r6ZpSt6qQ6K_-4MQ0Ic49p2lq7_9dBO4mp7bug_-wm9gOYk33U |
CODEN | JCPRB4 |
CitedBy_id | crossref_primary_10_1002_chin_199428152 crossref_primary_10_1080_00397919808004883 |
ContentType | Journal Article |
Copyright | 1994 INIST-CNRS |
Copyright_xml | – notice: 1994 INIST-CNRS |
DBID | 1KM BLEPL DCSCF DTL IQODW AAYXX CITATION |
DOI | 10.1039/p19940000721 |
DatabaseName | Index Chemicus Web of Science Core Collection Web of Science - Science Citation Index Expanded - 1994 Science Citation Index Expanded Pascal-Francis CrossRef |
DatabaseTitle | Web of Science CrossRef |
DatabaseTitleList | Web of Science |
Database_xml | – sequence: 1 dbid: 1KM name: Index Chemicus url: https://proxy.k.utb.cz/login?url=https://www.webofscience.com/wos/woscc/search-with-editions?editions=WOS.IC sourceTypes: Enrichment Source Index Database |
DeliveryMethod | fulltext_linktorsrc |
Discipline | Chemistry Physics |
EISSN | 2050-8255 1364-5463 |
EndPage | 724 |
ExternalDocumentID | 10_1039_p19940000721 4019955 A1994NC13800016 |
GroupedDBID | -DZ -ET -~X 186 1KM 1TJ 29O 53G 5RE 6TJ 85S AAMEH AAXHV AAYJJ ABPPZ ACGFS ACHDF ACMRT ACNCT AEFDR AFFNX AGKEF AGRSR AI. ALMA_UNASSIGNED_HOLDINGS ASPBG AVWKF AZFZN B-7 BBWZM BLAPV BLEPL C6K DTL EEHRC F5P FA8 GROUPED_WOS_SCIENCE_CITATION_INDEX_EXPANDED H~9 IDY MVM NDZJH R7B RNS RPMJG RRA RRC RRXOS SLH TN5 UPT VH1 VQA WH7 YQT YR2 YZZ ZCG ~02 -JG .GJ 0-7 4.4 705 70J 70~ 7~J 9M8 AAGNR AAXPP ACHRU AFMIJ AGSTE EBS EE0 EF- EJD GNO H13 IDZ IQODW J3I KC5 NEJ NHB OHT RCNCU TUQ VH6 XFK ZKB ZXP 2WC AAEMU AAYXX ABJNI AHGXI ANLMG CAG CITATION COF D0L FEDTE HVGLF L-8 M4U OK1 R56 ROL TWZ UCJ XJT XSW YNT |
ID | FETCH-LOGICAL-c286t-e0b37161628cf7f4c41dbf734baabeda7aead0cc4cebe535006b02d255d392d03 |
IEDL.DBID | RRA |
ISICitedReferencesCount | 1 |
ISICitedReferencesURI | https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=CitingArticles&UT=A1994NC13800016 |
ISSN | 0300-922X |
IngestDate | Fri Aug 23 02:47:16 EDT 2024 Sun Oct 29 17:09:58 EDT 2023 Wed Sep 18 05:12:32 EDT 2024 Fri Sep 27 16:52:58 EDT 2024 |
IsPeerReviewed | true |
IsScholarly | true |
Issue | 6 |
Keywords | CARBENES ACETALS NORBORNADIENES Acetal Cycloaddition Molecular structure Haloester Organic anhydride Tricyclic compound Experimental study Oxygen heterocycle X ray diffraction Organic compounds Crystalline structure |
Language | English |
License | CC BY 4.0 |
LinkModel | DirectLink |
LogoURL | https://exlibris-pub.s3.amazonaws.com/fromwos-v2.jpg |
MergedId | FETCHMERGED-LOGICAL-c286t-e0b37161628cf7f4c41dbf734baabeda7aead0cc4cebe535006b02d255d392d03 |
PageCount | 4 |
ParticipantIDs | webofscience_primary_A1994NC13800016 webofscience_primary_A1994NC13800016CitationCount pascalfrancis_primary_4019955 crossref_primary_10_1039_p19940000721 |
PublicationCentury | 1900 |
PublicationDate | 1994-00-00 |
PublicationDateYYYYMMDD | 1994-01-01 |
PublicationDate_xml | – year: 1994 text: 1994-00-00 |
PublicationDecade | 1990 |
PublicationPlace | CAMBRIDGE |
PublicationPlace_xml | – name: CAMBRIDGE – name: Cambridge |
PublicationTitle | Journal of the Chemical Society, Perkin Transactions 1 |
PublicationTitleAbbrev | J CHEM SOC PERK T 1 |
PublicationYear | 1994 |
Publisher | Royal Soc Chemistry Royal Society of Chemistry |
Publisher_xml | – name: Royal Soc Chemistry – name: Royal Society of Chemistry |
References | LEMAL, DM (WOS:A19667263600035) 1966; 88 DANDREA, A (WOS:A1981LD94400014) 1981; 37 HOFFMANN, RW (WOS:A1971K147800001) 1971; 10 SHELDRICK GM (WOS:A1994NC13800016.15) 1993 HOFFMANN, RW (WOS:A1985ASB2200005) 1985; 18 SHELDRICK, GM (WOS:A1990DJ92700008) 1990; 46 JOHNSON CK (WOS:A1994NC13800016.10) 1976 DIELS O (WOS:A1994NC13800016.4) 1910; 43 SUNKO, DE (WOS:A1985AVD4800027) 1985 FLACK, HD (WOS:A1983RS33800008) 1983; 39 DIECKMANN J (WOS:A1994NC13800016.3) 1963; 28 HUNT, BJ (WOS:A1967A106900007) 1967 YANG, YH (WOS:A1991GF10400016) 1991; 113 MCKENZIE K (WOS:A1994NC13800016.12) 1964 SALMONY A (WOS:A1994NC13800016.13) 1989; 32 SUNKO, DE (WOS:A1985A772000015) 1985; 58 HOFFMANN, RW (WOS:A1986E936800009) 1986; 119 BLEASDALE, C (WOS:A1993ME00500013) 1993 |
References_xml | – volume: 18 start-page: 248 year: 1985 ident: WOS:A1985ASB2200005 article-title: THERMOLYSIS OF 7-SUBSTITUTED NORBORNADIENES - SELECTIVITY IN BOND-BREAKING PROCESSES publication-title: ACCOUNTS OF CHEMICAL RESEARCH contributor: fullname: HOFFMANN, RW – volume: 88 start-page: 582 year: 1966 ident: WOS:A19667263600035 article-title: THERMAL DECOMPOSITION OF SUBSTITUTED NORBORNADIENONE KETALS publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY contributor: fullname: LEMAL, DM – volume: 28 start-page: 2880 year: 1963 ident: WOS:A1994NC13800016.3 publication-title: J ORG CHEM contributor: fullname: DIECKMANN J – volume: 43 start-page: 1273 year: 1910 ident: WOS:A1994NC13800016.4 publication-title: CHEM BER contributor: fullname: DIELS O – start-page: 2441 year: 1993 ident: WOS:A1993ME00500013 article-title: DONOR-ACCEPTOR ACCELERATED NORBORNADIENE REARRANGEMENTS publication-title: JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 contributor: fullname: BLEASDALE, C – volume: 37 start-page: 368 year: 1981 ident: WOS:A1981LD94400014 article-title: CRYSTAL-STRUCTURE AND VANDERWAALS ENERGY STUDY OF THE 2-1 INCLUSION COMPOUND BETWEEN DEOXYCHOLIC-ACID AND NORBORNADIENE publication-title: ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE contributor: fullname: DANDREA, A – start-page: 1868 year: 1967 ident: WOS:A1967A106900007 article-title: METHODS APPARATUS - NEW PRODUCT RESEARCH PROCESS DEVELOPMENT AND DESIGN - SHORT COLUMN CHROMATOGRAPHY publication-title: CHEMISTRY & INDUSTRY contributor: fullname: HUNT, BJ – volume: 39 start-page: 876 year: 1983 ident: WOS:A1983RS33800008 article-title: ON ENANTIOMORPH-POLARITY ESTIMATION publication-title: ACTA CRYSTALLOGRAPHICA SECTION A contributor: fullname: FLACK, HD – volume: 119 start-page: 3297 year: 1986 ident: WOS:A1986E936800009 article-title: CARBENE REACTIONS .20. STRUCTURAL ASPECTS RESPONSIBLE FOR THE THERMAL EXTRUSION OF CARBENES FROM NORBORNADIENES publication-title: CHEMISCHE BERICHTE-RECUEIL contributor: fullname: HOFFMANN, RW – year: 1993 ident: WOS:A1994NC13800016.15 publication-title: UNPUB J APPL CRYST contributor: fullname: SHELDRICK GM – start-page: 5710 year: 1964 ident: WOS:A1994NC13800016.12 publication-title: J CHEM SOC contributor: fullname: MCKENZIE K – year: 1976 ident: WOS:A1994NC13800016.10 publication-title: ORNL5138 REP contributor: fullname: JOHNSON CK – volume: 46 start-page: 467 year: 1990 ident: WOS:A1990DJ92700008 article-title: PHASE ANNEALING IN SHELX-90 - DIRECT METHODS FOR LARGER STRUCTURES publication-title: ACTA CRYSTALLOGRAPHICA SECTION A contributor: fullname: SHELDRICK, GM – volume: 10 start-page: 529 year: 1971 ident: WOS:A1971K147800001 article-title: GENERATION OF CARBENES BY THERMAL CYCLOELIMINATION publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION contributor: fullname: HOFFMANN, RW – volume: 32 start-page: 2084 year: 1989 ident: WOS:A1994NC13800016.13 publication-title: CHEM BER contributor: fullname: SALMONY A – start-page: 1589 year: 1985 ident: WOS:A1985AVD4800027 article-title: THE ROLE OF NORCARADIENE INTERMEDIATES IN THE THERMAL REARRANGEMENT OF NORBORNADIEN-7-ONE ACETALS publication-title: JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS contributor: fullname: SUNKO, DE – volume: 113 start-page: 7195 year: 1991 ident: WOS:A1991GF10400016 article-title: LEWIS ACIDIC CATALYSTS FOR OLEFIN EPOXIDATION BY IODOSYLBENZENE publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY contributor: fullname: YANG, YH – volume: 58 start-page: 523 year: 1985 ident: WOS:A1985A772000015 article-title: THE MECHANISM OF AROMATIZATION OF 7-NORBORNADIENE ACETALS - EVIDENCE FOR NORCARADIENE FORMATION publication-title: CROATICA CHEMICA ACTA contributor: fullname: SUNKO, DE |
SSID | ssj0001096 ssj0008310 |
Score | 1.3569206 |
Snippet | Addition of dibromomaleic anhydride to tetrachlorocyclopentadienone dimethyl acetal gives the pseudo-lactone 11 (X-ray crystal structure analysis) and not the... |
Source | Web of Science |
SourceID | crossref pascalfrancis webofscience |
SourceType | Aggregation Database Index Database Enrichment Source |
StartPage | 721 |
SubjectTerms | Chemistry Chemistry, Organic Condensed matter: structure, mechanical and thermal properties Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives Organic chemistry Organic compounds Physical Sciences Physics Preparations and properties Science & Technology Structure of solids and liquids; crystallography Structure of specific crystalline solids |
Title | THE ALLEGED ISOLABLE 1,4,5,6-TETRACHLORO-7,7-DIMETHOXYNORBORNADIENE-2,3-DICARBOXYLIC ANHYDRIDE |
URI | http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=FullRecord&UT=A1994NC13800016 |
WOS | A1994NC13800016 |
WOSCitedRecordID | wosA1994NC13800016 |
hasFullText | 1 |
inHoldings | 1 |
isFullTextHit | |
isPrint | |
link | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwjV3PS8MwFA6yi4L4W6w66WHempk2adoeR3EOwR3EwU6OJE3ZULoxO9j8631pu7lNQY9tQ2nzXvvel_fyfQg1pAZwTCnHEZcUM6UJDpUOsVRchkQIgLlmaeCpyzs99tj3-98NstsVfBrdTQx7bVFxK_aLexCRDCh_bq1-uC4xlHHVgRHOKisHBEee16-a3bfvtBGG9ifiA2YkLaUsfg1BRbhpH6KH5aadssvkrTnLZVN9_uRw_ONNjtBBlXHardJFjtGOzk7QbrwUejtFr-AqtijWDxJ7BL5odlPZrsMc3-E41_lUqCHA-jEOnAAno0J0er7IxlNp5I1Ny5jGnkOxKfnAufnifaRskQ0XRrpdn6Fe-_4l7uBKdgErL-Q51kRSQFEu90KVBilTzE1kGlAmhZA6EYEA7yNKgWGl9qkP360kXgLYJIFkKyH0HNWycaYvkC0YpBOcUBhPmadSaQjBVCpE4nIJyM5Ct0srDCYlu8agqIrTaLA-Wxaqb5hoNRjuEUW-b6HGuslWlw2nL-vGLg2L3NZC7n-GxRU7umEFyC__-YhXaK-kWTarM9eolk9nug75Si5vCm_9AlK_4PQ |
link.rule.ids | 315,786,790,2812,4043,27956,27957,27958 |
linkProvider | Royal Society of Chemistry |
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=The+alleged+isolable+1%2C4%2C5%2C6-tetrachloro-7%2C7-dimethoxynorbornadiene-2%2C3-dicarboxylic+anhydride&rft.jtitle=Journal+of+the+Chemical+Society%2C+Perkin+Transactions+1&rft.au=Jones%2C+David+W.&rft.au=Sunko%2C+Dionis+E.&rft.au=Thornton-Pett%2C+Mark&rft.date=1994&rft.issn=0300-922X&rft.eissn=1364-5463&rft.issue=6&rft.spage=721&rft_id=info:doi/10.1039%2Fp19940000721&rft.externalDBID=n%2Fa&rft.externalDocID=10_1039_p19940000721 |
thumbnail_l | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=0300-922X&client=summon |
thumbnail_m | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=0300-922X&client=summon |
thumbnail_s | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=0300-922X&client=summon |