{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,17]],"date-time":"2026-09-17T14:19:17Z","timestamp":1789654757524,"version":"4.0.1"},"reference-count":70,"publisher":"Wiley","issue":"17","license":[{"start":{"date-parts":[[2009,3,13]],"date-time":"2009-03-13T00:00:00Z","timestamp":1236902400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Chemistry A European J"],"published-print":{"date-parts":[[2009,4,20]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p><jats:bold>Mix and calcinate<\/jats:bold>: The tin\u2013tungsten mixed oxide (Sn\u2013W oxide) prepared by calcination of the Sn\u2013W hydroxide at 800\u2009\u00b0C acts as an effective and reusable solid catalyst for C\uf8ffC bond\u2010forming reactions, such as the cyclization of citronellal, the Diels\u2013Alder reaction, and the cyanosilylation of carbonyl compounds with trimethylsilyl cyanide (see scheme). The observed catalysis was truly heterogeneous, and the recovered catalyst could be reused without loss of its high catalytic performance.<jats:boxed-text content-type=\"graphic\" position=\"anchor\"><jats:graphic xmlns:xlink=\"http:\/\/www.w3.org\/1999\/xlink\" mimetype=\"image\/gif\" position=\"anchor\" specific-use=\"enlarged-web-image\" xlink:href=\"graphic\/mcontent.gif\"><jats:alt-text>magnified image<\/jats:alt-text><\/jats:graphic><\/jats:boxed-text><\/jats:p><jats:p>The tin\u2013tungsten mixed oxide prepared by the calcination of the tin\u2013tungsten hydroxide precursor with a Sn\/W molar ratio of 2 at 800\u2009\u00b0C (SnW2\u2013800) acts as an effective and reusable solid catalyst for C\uf8ffC bond\u2010forming reactions, such as the cyclization of citronellal, the Diels\u2013Alder reaction, and the cyanosilylation of carbonyl compounds with trimethylsilyl cyanide (TMSCN). Various kinds of structurally diverse aliphatic, aromatic, and unsaturated, heteroatom\u2010containing substrates could be converted into the desired products in high to excellent yields. The observed catalyses for these reactions were truly heterogeneous and the recovered catalyst could be reused several times without an appreciable loss of its high catalytic performance. The Br\u00f8nsted acid sites generated on the aggregated polytungstate species on SnW2\u2013800 likely play an important role in the C\uf8ffC bond\u2010forming reactions.<\/jats:p>","DOI":"10.1002\/chem.200802536","type":"journal-article","created":{"date-parts":[[2009,3,13]],"date-time":"2009-03-13T07:55:50Z","timestamp":1236930950000},"page":"4343-4349","source":"Crossref","is-referenced-by-count":59,"title":["A Tin\u2013Tungsten Mixed Oxide as an Efficient Heterogeneous Catalyst for C\uf8ffC Bond\u2010Forming Reactions"],"prefix":"10.1002","volume":"15","author":[{"given":"Yoshiyuki","family":"Ogasawara","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Sayaka","family":"Uchida","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Kazuya","family":"Yamaguchi","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Noritaka","family":"Mizuno","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2009,4,15]]},"reference":[{"key":"e_1_2_6_1_2","first-page":"1","volume-title":"Fine Chemicals through Heterogeneous Catalysis","author":"Sheldon R.","year":"2001"},{"key":"e_1_2_6_2_2","unstructured":"\u00a0"},{"key":"e_1_2_6_3_2","doi-asserted-by":"publisher","DOI":"10.1039\/9781847552044"},{"key":"e_1_2_6_4_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2007.03.159"},{"key":"e_1_2_6_5_2","unstructured":"\u00a0"},{"key":"e_1_2_6_6_2","first-page":"284","volume-title":"Fine Chemicals through Heterogeneous Catalysis","author":"Meuzelaar G. 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It was confirmed by the ICP\u2010AES analysis that no tungsten and tin species were found in the filtrate (W: <0.01\u2009%; Sn: <0.01\u2009%)."},{"key":"e_1_2_6_51_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar9700163"},{"key":"e_1_2_6_52_2","unstructured":"The reactions hardly proceeded in the presence of SnO2 WO3 or the Sn\u2013W hydroxide precursor (see Table S5 and S6 in the Supporting Information)."},{"key":"e_1_2_6_53_2","unstructured":"The reaction hardly proceeded with SnW2\u20131000 probably because of the very small number of acidic sites on SnW2\u20131000 (see Table S1 in the Supporting Information)."},{"key":"e_1_2_6_54_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr00035a006"},{"key":"e_1_2_6_55_2","unstructured":"The reaction rate of SnW2\u2013600 gradually decreased by 20\u2009% upon the addition of 2 6\u2010lutidine (30\u2005\u03bcmol\u2009g\u22121) and the reaction was completely inhibited by the presence of the equimolar amount of 2 6\u2010lutidine with respect to that of the Br\u00f8nsted acid sites (102\u2005\u03bcmol\u2009g\u22121)."},{"key":"e_1_2_6_56_2","unstructured":"\u00a0"},{"key":"e_1_2_6_57_2","doi-asserted-by":"publisher","DOI":"10.1039\/B311513E"},{"key":"e_1_2_6_58_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.200600220"},{"key":"e_1_2_6_59_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0020-1693(99)00436-3"},{"key":"e_1_2_6_60_2","unstructured":"JCPDS No. 21\u20131250 for SnO2."},{"key":"e_1_2_6_61_2","unstructured":"It has been reported for the tungsten\u2010based solid acid of WOx\u2013ZrO2that two\u2010dimensional polytungstate domain\u2010like structures are formed by calcination at appropriate temperatures and these species act as strong acid sites for alkane isomerization and alcohol dehydration:"},{"key":"e_1_2_6_62_2","doi-asserted-by":"publisher","DOI":"10.1021\/jp983555d"},{"key":"e_1_2_6_63_2","doi-asserted-by":"publisher","DOI":"10.1021\/jp003073d"},{"key":"e_1_2_6_64_2","doi-asserted-by":"publisher","DOI":"10.1006\/jcat.2001.3426"},{"key":"e_1_2_6_65_2","volume-title":"Purification of Laboratory Chemicals","year":"1988"},{"key":"e_1_2_6_66_2","unstructured":"\u00a0"},{"key":"e_1_2_6_67_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4020(01)90599-X"},{"key":"e_1_2_6_68_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(01)80881-9"}],"container-title":["Chemistry \u2013 A European Journal"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.wiley.com\/onlinelibrary\/tdm\/v1\/articles\/10.1002%2Fchem.200802536","content-type":"unspecified","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/chem.200802536","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,12]],"date-time":"2025-10-12T18:26:37Z","timestamp":1760293597000},"score":1,"resource":{"primary":{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/10.1002\/chem.200802536"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2009,4,15]]},"references-count":70,"journal-issue":{"issue":"17","published-print":{"date-parts":[[2009,4,20]]}},"alternative-id":["10.1002\/chem.200802536"],"URL":"https:\/\/doi.org\/10.1002\/chem.200802536","archive":["Portico"],"relation":{},"ISSN":["0947-6539","1521-3765"],"issn-type":[{"value":"0947-6539","type":"print"},{"value":"1521-3765","type":"electronic"}],"subject":[],"published":{"date-parts":[[2009,4,15]]}}}