{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,31]],"date-time":"2026-08-31T18:44:07Z","timestamp":1788201847108,"version":"build-2803163510"},"reference-count":19,"publisher":"American Chemical Society (ACS)","issue":"21","content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["J. Am. Chem. Soc."],"published-print":{"date-parts":[[2002,5,1]]},"DOI":"10.1021\/ja0257164","type":"journal-article","created":{"date-parts":[[2002,7,26]],"date-time":"2002-07-26T02:10:30Z","timestamp":1027649430000},"page":"5930-5931","source":"Crossref","is-referenced-by-count":301,"title":["Synthesis and Characterization of 2,6-Dipp\n 2<\/sub>\n -H\n 3<\/sub>\n C\n 6<\/sub>\n SnSnC\n 6<\/sub>\n H\n 3<\/sub>\n -2,6-Dipp\n 2<\/sub>\n (Dipp = C\n 6<\/sub>\n H\n 3<\/sub>\n -2,6-Pr\n i<\/sup>\n 2<\/sub>\n ):\u2009 A Tin Analogue of an Alkyne"],"prefix":"10.1021","volume":"124","author":[{"given":"Andrew D.","family":"Phillips","sequence":"first","affiliation":[{"name":"Department of Chemistry, University of California, Davis, One Shields Avenue, Davis, California 95616"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Robert J.","family":"Wright","sequence":"additional","affiliation":[{"name":"Department of Chemistry, University of California, Davis, One Shields Avenue, Davis, California 95616"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Marilyn M.","family":"Olmstead","sequence":"additional","affiliation":[{"name":"Department of Chemistry, University of California, Davis, One Shields Avenue, Davis, California 95616"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Philip P.","family":"Power","sequence":"additional","affiliation":[{"name":"Department of Chemistry, University of California, Davis, One Shields Avenue, Davis, California 95616"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2002,5,7]]},"reference":[{"key":"ja0257164b00001\/ja0257164b00001_1","doi-asserted-by":"crossref","first-page":"11706","DOI":"10.1021\/ja9727575","volume":"119","author":"Olmstead M. M.","year":"1997","journal-title":"J. Am. Chem. Soc."},{"key":"ja0257164b00002\/ja0257164b00002_1","first-page":"12683","volume":"120","author":"Pu L.","year":"1998","journal-title":"J. Am. Chem. Soc."},{"key":"ja0257164b00003\/ja0257164b00003_1","doi-asserted-by":"crossref","first-page":"100","DOI":"10.1016\/S0022-328X(98)01191-7","volume":"582","author":"Pu L.","year":"1999","journal-title":"J. Organomet. Chem."},{"key":"ja0257164b00004\/ja0257164b00004_1","unstructured":"Wells, A. F.\n Structural Inorganic Chemistry\n , 5th ed.; Clarendon:\u2009 Oxford, 1984; p 1279."},{"key":"ja0257164b00005\/ja0257164b00005_1","first-page":"5500","volume":"20","author":"Takagi N.","year":"2001","journal-title":"Organometallics"},{"key":"ja0257164b00006\/ja0257164b00006_1","doi-asserted-by":"crossref","first-page":"434","DOI":"10.1021\/ja973295y","volume":"120","author":"Tokitoh N.","year":"1998","journal-title":"J. Am. Chem. Soc."},{"key":"ja0257164b00007\/ja0257164b00007_1","doi-asserted-by":"crossref","first-page":"3367","DOI":"10.1021\/ja983999n","volume":"121","author":"Twamley B.","year":"1999","journal-title":"J. Am. Chem. Soc."},{"key":"ja0257164b00008\/ja0257164b00008_1","doi-asserted-by":"crossref","first-page":"3524","DOI":"10.1021\/ja993346m","volume":"122","author":"Pu L.","year":"2000","journal-title":"J. Am. Chem. Soc."},{"key":"ja0257164b00009\/ja0257164b00009_1","first-page":"2055","volume":"40","author":"The","year":"2001","journal-title":"Angew. Chem., Int. Ed."},{"key":"ja0257164b00010\/ja0257164b00010_1","unstructured":"(a) Under strictly anaerobic and anhydrous conditions, a benzene solution (50 mL) of 2,6-Dipp\n 2\n -C\n 6\n H\n 3\n SnCl (1.10 g, 2 mmol, prepared by a method identical to that used for (2,6-Dipp\n 2\n -H\n 3\n C\n 6\n )SnI\n 10b\n from LiC\n 6\n H\n 3\n -2,6-Dipp\n 2\n 10c\n and SnCl\n 2\n ), was added dropwise to finely divided potassium (0.086 g, 2.2 mmol) in 10 mL of benzene at room temperature. The reaction mixture was stirred for 2 days after which the precipitate was allowed to settle for 4 h. The intensely dark blue-green solution was decanted from the precipitated solid. The volume of the solution was reduced to incipient crystallization and stored in a ca. 6 \u00b0C refrigerator to give the product\n 1\n as dark blue-green crystals. Yield:\u2009 0.31 g, 0.30 mmol, 32.2%; mp dec 208\u2212210 \u00b0C. Anal. Calcd for C\n 60\n H\n 74\n Sn\n 2\n ,\n 1\n :\u2009 C 70.31, H 7.22. Found:\u2009 C 71.02, H 7.54. UV\u2212vis (hexanes) \u03bb\n max\n \u03b5 (L mol\n -1\n cm\n -1\n ) 410 nm, 4300; 597 nm, 1700.\n 1\n H NMR (C\n 6\n D\n 6\n , 399.77 MHz, 25 \u00b0C) \u03b4 1.13 (d, 24 H,\n 3\n J\n = 6.0 Hz,\n o\n -CH(C\n H\n 3\n )\n 2\n ), 1.39 (d, 24 H,\n 3\n J\n = 6.0 Hz,\n o\n -CH(C\n H\n 3\n )\n 2\n ), 2.87 (sept, 8 H,\n 3\n J\n = 6.0 Hz,\n o\n -C\n H\n (CH\n 3\n )\n 2\n ), 6.22 (t, 2 H,\n 3\n J\n = 7.2 Hz,\n p\n -C\n 6\n H\n 3\n ), 7.05 (d, 8 H,\n 3\n J\n = 7.2 Hz,\n m\n -Dipp), 7.19 (t, 4 H,\n 3\n J\n = 7.2 Hz,\n p\n -Dipp), 7.51 (d, 4 H,\n 3\n J\n = 7.2 Hz,\n m\n -C\n 6\n H\n 3\n ).\n 13\n C {\n 1\n H} NMR (C\n 6\n D\n 6\n , 100.53 MHz, 25 \u00b0C)\n \u03b4\n 27.44 (\n o\n -CH(\n C\n H\n 3\n )\n 2\n ), 32.67 (\n o\n -CH(\n C\n H\n 3\n )\n 2\n ), 34.98 (\n o\n -\n C\n H(CH\n 3\n )\n 2\n ), 124.55 (\n p\n -C\n 6\n H\n 3\n ), 125.94 (\n m\n -Dipp), 130.65 (\n m\n -C\n 6\n H\n 3\n ), 131.68 (\n i\n -Dipp), 141.72 (\n p\n -Dipp), 150.84 (\n o\n -Dipp), 153.98 (\n i\n -C\n 6\n H\n 3\n ), 159.02 (\n o\n -C\n 6\n H\n 3\n ).\n 119\n Sn NMR (C\n 6\n D\n 6\n , 149.00 MHz, 25 \u00b0C)\n \u03b4\n no signal observed."},{"key":"ja0257164b00010\/ja0257164b00010_2","first-page":"5606","volume":"17","author":"Pu L.","year":"1998","journal-title":"Organometallics"},{"key":"ja0257164b00010\/ja0257164b00010_3","doi-asserted-by":"crossref","first-page":"2152","DOI":"10.1002\/anie.199621501","volume":"35","author":"Schiemenz B.","year":"1996","journal-title":"Angew. Chem., Int. Ed. Engl."},{"key":"ja0257164b00011\/ja0257164b00011_1","first-page":"5449","volume":"39","author":"Eichler B. E.","year":"2000","journal-title":"Inorg. Chem."},{"key":"ja0257164b00014\/ja0257164b00014_1","first-page":"1651","volume":"20","author":"Takagi N.","year":"2001","journal-title":"Organometallics"},{"key":"ja0257164b00015\/ja0257164b00015_1","first-page":"5472","volume":"119","author":"Su J.","year":"1997","journal-title":"J. Am. Chem. Soc."},{"key":"ja0257164b00016\/ja0257164b00016_1","first-page":"5453","volume":"39","author":"Eichler B. E.","year":"2000","journal-title":"Inorg. Chem."},{"key":"ja0257164b00017\/ja0257164b00017_1","first-page":"260","volume":"431","author":"Sn\u2212Sn","year":"1977","journal-title":"Z. Anorg. Allg. Chem."},{"key":"ja0257164b00018\/ja0257164b00018_1","first-page":"1218","volume":"1211","author":"Wiberg N.","year":"1999","journal-title":"Eur. J. Inorg. Chem."},{"key":"ja0257164b00019\/ja0257164b00019_1","first-page":"2394","volume":"2387","author":"Goldberg D. E.","year":"1986","journal-title":"J. Chem. Soc., Dalton Trans."}],"container-title":["Journal of the American Chemical Society"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/ja0257164","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2021,10,8]],"date-time":"2021-10-08T20:47:16Z","timestamp":1633726036000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/doi\/10.1021\/ja0257164"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2002,5,1]]},"references-count":19,"journal-issue":{"issue":"21","published-print":{"date-parts":[[2002,5,1]]}},"alternative-id":["10.1021\/ja0257164"],"URL":"https:\/\/doi.org\/10.1021\/ja0257164","relation":{},"ISSN":["0002-7863","1520-5126"],"issn-type":[{"value":"0002-7863","type":"print"},{"value":"1520-5126","type":"electronic"}],"subject":[],"published":{"date-parts":[[2002,5,1]]}}}