{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,3]],"date-time":"2026-10-03T01:12:19Z","timestamp":1790989939733,"version":"4.1.0"},"reference-count":41,"publisher":"American Association for the Advancement of Science (AAAS)","issue":"6606","content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Science"],"published-print":{"date-parts":[[2022,8,5]]},"abstract":"<jats:p>\n                    Carbenes are highly enabling reactive intermediates that facilitate a diverse range of otherwise inaccessible chemistry, including small-ring formation and insertion into strong \u03c3 bonds. To access such valuable reactivity, reagents with high entropic or enthalpic driving forces are often used, including explosive (diazo) or unstable (\n                    <jats:italic>gem<\/jats:italic>\n                    -dihalo) compounds. Here, we report that common aldehydes are readily converted (via stable \u03b1-acyloxy halide intermediates) to electronically diverse (donor or neutral) carbenes to facilitate &gt;10 reaction classes. This strategy enables safe reactivity of nonstabilized carbenes from alkyl, aryl, and formyl aldehydes via zinc carbenoids. Earth-abundant metal salts [iron(II) chloride (FeCl\n                    <jats:sub>2<\/jats:sub>\n                    ), cobalt(II) chloride (CoCl\n                    <jats:sub>2<\/jats:sub>\n                    ), copper(I) chloride (CuCl)] are effective catalysts for these chemoselective carbene additions to \u03c3 and \u03c0 bonds.\n                  <\/jats:p>","DOI":"10.1126\/science.abo6443","type":"journal-article","created":{"date-parts":[[2022,8,4]],"date-time":"2022-08-04T13:58:22Z","timestamp":1659621502000},"page":"649-654","source":"Crossref","is-referenced-by-count":158,"title":["Carbene reactivity from alkyl and aryl aldehydes"],"prefix":"10.1126","volume":"377","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-3371-6817","authenticated-orcid":true,"given":"Lumin","family":"Zhang","sequence":"first","affiliation":[{"name":"Department of Chemistry and Biochemistry, The Ohio State University, Columbus, OH, USA."}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Bethany M.","family":"DeMuynck","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Biochemistry, The Ohio State University, Columbus, OH, USA."}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Alyson N.","family":"Paneque","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Biochemistry, The Ohio State University, Columbus, OH, USA."}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Joy E.","family":"Rutherford","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Biochemistry, The Ohio State University, Columbus, OH, USA."}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-2275-6381","authenticated-orcid":true,"given":"David A.","family":"Nagib","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Biochemistry, The Ohio State University, Columbus, OH, USA."}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"221","reference":[{"key":"e_1_3_2_2_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja010624k"},{"key":"e_1_3_2_3_2","doi-asserted-by":"publisher","DOI":"10.1038\/nature06485"},{"key":"e_1_3_2_4_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.ccr.2008.05.018"},{"key":"e_1_3_2_5_2","doi-asserted-by":"publisher","DOI":"10.1039\/C6CC05524A"},{"key":"e_1_3_2_6_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201702392"},{"key":"e_1_3_2_7_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.oprd.9b00422"},{"key":"e_1_3_2_8_2","doi-asserted-by":"publisher","DOI":"10.1021\/op020049k"},{"key":"e_1_3_2_9_2","doi-asserted-by":"publisher","DOI":"10.1126\/science.1218781"},{"key":"e_1_3_2_10_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.oprd.1c00165"},{"key":"e_1_3_2_11_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.5b00121"},{"key":"e_1_3_2_12_2","doi-asserted-by":"publisher","DOI":"10.1038\/nature17651"},{"key":"e_1_3_2_13_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.chempr.2020.06.031"},{"key":"e_1_3_2_14_2","doi-asserted-by":"publisher","DOI":"10.1039\/C9CS00542K"},{"key":"e_1_3_2_15_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja01552a080"},{"key":"e_1_3_2_16_2","doi-asserted-by":"crossref","unstructured":"A. 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