{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,18]],"date-time":"2026-08-18T15:40:28Z","timestamp":1787067628884,"version":"build-2736575974"},"reference-count":85,"publisher":"American Chemical Society (ACS)","issue":"38","content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["J. Am. Chem. Soc."],"published-print":{"date-parts":[[2009,9,30]]},"DOI":"10.1021\/ja904659e","type":"journal-article","created":{"date-parts":[[2009,9,8]],"date-time":"2009-09-08T13:52:48Z","timestamp":1252417968000},"page":"13738-13748","source":"Crossref","is-referenced-by-count":29,"title":["Leaving Group Assistance in the La\n                    <sup>3+<\/sup>\n                    -Catalyzed Cleavage of Dimethyl (\n                    <i>o<\/i>\n                    -Methoxycarbonyl)aryl Phosphate Triesters in Methanol"],"prefix":"10.1021","volume":"131","author":[{"given":"David R.","family":"Edwards","sequence":"first","affiliation":[{"name":"Department of Chemistry, Queen\u2019s University, Kingston, Ontario, Canada K7L 3N6"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"C. Tony","family":"Liu","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Queen\u2019s University, Kingston, Ontario, Canada K7L 3N6"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Graham E.","family":"Garrett","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Queen\u2019s University, Kingston, Ontario, Canada K7L 3N6"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Alexei A.","family":"Neverov","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Queen\u2019s University, Kingston, Ontario, Canada K7L 3N6"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"R. Stan","family":"Brown","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Queen\u2019s University, Kingston, Ontario, Canada K7L 3N6"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2009,9,8]]},"reference":[{"key":"ref1\/cit1a","doi-asserted-by":"crossref","first-page":"525","DOI":"10.1042\/bj1000525","volume":"100","author":"Main R. A.","year":"1966","journal-title":"Biochem. J."},{"key":"ref1\/cit1b","unstructured":"bEmsley, J. and Hall, D.The Chemistry of Phosphorus;Wiley:New York, 1976; p494."},{"key":"ref2\/cit2a","volume-title":"Phosphorus Chemistry in Everyday Living","author":"Toy A.","year":"1987","edition":"2"},{"key":"ref2\/cit2b","volume-title":"A Guide to Organophosphorus Chemistry","author":"Quin L. D.","year":"2000"},{"key":"ref2\/cit2c","volume-title":"Organic Phosphorus Pesticides. The Handbook of Pesticide Toxicology","author":"Gallo M. A.","year":"1991"},{"key":"ref3\/cit3","doi-asserted-by":"crossref","first-page":"135","DOI":"10.1093\/proeng\/gzg013","volume":"16","author":"Yang H.","year":"2003","journal-title":"Protein Eng."},{"key":"ref4\/cit4a","doi-asserted-by":"crossref","first-page":"1189","DOI":"10.1016\/j.jmb.2007.10.061","volume":"375","author":"Jackson C. J.","year":"2008","journal-title":"J. Mol. Biol."},{"key":"ref4\/cit4b","doi-asserted-by":"crossref","first-page":"9497","DOI":"10.1021\/bi800971v","volume":"47","author":"Kim J.","year":"2008","journal-title":"Biochemistry"},{"key":"ref5\/cit5a","doi-asserted-by":"crossref","first-page":"2375","DOI":"10.1021\/cr950042j","volume":"96","author":"Lipscomb W.","year":"1996","journal-title":"Chem. Rev."},{"key":"ref5\/cit5b","doi-asserted-by":"crossref","first-page":"222","DOI":"10.1016\/S1367-5931(98)80064-1","volume":"2","author":"Collman J. E.","year":"1998","journal-title":"Curr. Opin. Chem. Biol."},{"key":"ref5\/cit5c","doi-asserted-by":"crossref","first-page":"1067","DOI":"10.1021\/cr960436q","volume":"98","author":"Cowan J. A.","year":"1998","journal-title":"Chem. Rev."},{"key":"ref5\/cit5d","doi-asserted-by":"crossref","first-page":"88","DOI":"10.1126\/science.1707186","volume":"252","author":"Davies J. F.","year":"1991","journal-title":"Science"},{"key":"ref5\/cit5e","doi-asserted-by":"crossref","first-page":"25","DOI":"10.1002\/j.1460-2075.1991.tb07917.x","volume":"10","author":"Beese L. S.","year":"1991","journal-title":"EMBO J."},{"key":"ref5\/cit5f","doi-asserted-by":"crossref","first-page":"207","DOI":"10.1016\/S0022-2836(05)80337-7","volume":"215","author":"Lahm A.","year":"1990","journal-title":"J. Mol. Biol."},{"key":"ref6\/cit6","doi-asserted-by":"crossref","first-page":"55","DOI":"10.1039\/cs9952400055","volume":"24","author":"Gani D.","year":"1995","journal-title":"Chem. Soc. Rev."},{"key":"ref7\/cit7","doi-asserted-by":"crossref","first-page":"13278","DOI":"10.1016\/S0021-9258(18)42207-7","volume":"267","author":"Omburo G. A.","year":"1992","journal-title":"J. Biol. Chem."},{"key":"ref8\/cit8a","doi-asserted-by":"crossref","first-page":"485","DOI":"10.1021\/ar9500877","volume":"32","author":"Williams N. H.","year":"1999","journal-title":"Acc. Chem. Res."},{"key":"ref8\/cit8b","unstructured":"bWeston, J.Chem. Rev.\n                      2005\n                      ,105, 2152."},{"key":"ref9\/cit9a","doi-asserted-by":"crossref","first-page":"173","DOI":"10.1016\/j.molcata.2006.11.032","volume":"267","author":"Klinkel K. L.","year":"2007","journal-title":"J. Mol. Catal. A"},{"key":"ref9\/cit9b","doi-asserted-by":"crossref","first-page":"9502","DOI":"10.1021\/ic061024v","volume":"45","author":"Aguilar-Perez F.","year":"2006","journal-title":"Inorg. Chem."},{"key":"ref9\/cit9c","doi-asserted-by":"crossref","first-page":"2514","DOI":"10.1021\/ic701846e","volume":"47","author":"Sanchez-Lombardo I.","year":"2008","journal-title":"Inorg. Chem."},{"key":"ref9\/cit9d","doi-asserted-by":"crossref","first-page":"3387","DOI":"10.1021\/ic00292a025","volume":"27","author":"Morrow J. R.","year":"1988","journal-title":"Inorg. Chem."},{"key":"ref10\/cit10a","doi-asserted-by":"crossref","first-page":"7602","DOI":"10.1021\/ja034979a","volume":"125","author":"Tsang J. S.","year":"2003","journal-title":"J. Am. Chem. Soc."},{"key":"ref10\/cit10b","doi-asserted-by":"crossref","first-page":"3457","DOI":"10.1039\/b412132e","volume":"2","author":"Tsang J. S. W.","year":"2004","journal-title":"Org. Biomol. Chem."},{"key":"ref10\/cit10c","doi-asserted-by":"crossref","first-page":"1525","DOI":"10.1039\/b502569a","volume":"3","author":"Liu T.","year":"2005","journal-title":"Org. Biomol. Chem."},{"key":"ref11\/cit11","doi-asserted-by":"crossref","first-page":"4082","DOI":"10.1039\/b511550g","volume":"3","author":"Lewis R. E.","year":"2005","journal-title":"Org. Biomol. Chem."},{"key":"ref12\/cit12","doi-asserted-by":"crossref","first-page":"1767","DOI":"10.1002\/anie.200503182","volume":"45","author":"Melnychuk S. A.","year":"2006","journal-title":"Angew. Chem., Int. Ed."},{"key":"ref14\/cit14","doi-asserted-by":"crossref","first-page":"1953","DOI":"10.1039\/a902143d","author":"Bosch E.","year":"1999","journal-title":"J. Chem. Soc., Perkin Trans. 2"},{"key":"ref15\/cit15","first-page":"49","volume":"40","author":"Hengge A. C.","year":"2005","journal-title":"Adv. Phys. Org. Chem."},{"key":"ref16\/cit16a","doi-asserted-by":"crossref","first-page":"7438","DOI":"10.1021\/bi00244a010","volume":"30","author":"Caldwell S. R.","year":"1991","journal-title":"Biochemistry"},{"key":"ref16\/cit16b","first-page":"1094","volume":"35","author":"Hong S.-B.","year":"1996","journal-title":"Biochemistry"},{"key":"ref17\/cit17","doi-asserted-by":"crossref","first-page":"5707","DOI":"10.1021\/bi0497805","volume":"43","author":"Aubert S. D.","year":"2004","journal-title":"Biochemistry"},{"key":"ref18\/cit18a","doi-asserted-by":"crossref","first-page":"4951","DOI":"10.1021\/ja00039a001","volume":"114","author":"Browne K. A.","year":"1992","journal-title":"J. Am. Chem. Soc."},{"key":"ref18\/cit18b","doi-asserted-by":"crossref","first-page":"4511","DOI":"10.1021\/ja00089a064","volume":"116","author":"Dempcy R. O.","year":"1994","journal-title":"J. Am. Chem. Soc."},{"key":"ref18\/cit18c","doi-asserted-by":"crossref","first-page":"9867","DOI":"10.1021\/ja9607300","volume":"118","author":"Bruice T. C.","year":"1996","journal-title":"J. Am. Chem. Soc."},{"key":"ref19\/cit19","doi-asserted-by":"crossref","first-page":"2330","DOI":"10.1021\/ic00311a017","volume":"28","author":"Morrow J. R.","year":"1989","journal-title":"Inorg. Chem."},{"key":"ref20\/cit20a","doi-asserted-by":"crossref","first-page":"16944","DOI":"10.1021\/ja066439u","volume":"128","author":"Kirby A. J.","year":"2006","journal-title":"J. Am. Chem. Soc."},{"key":"ref20\/cit20b","doi-asserted-by":"crossref","first-page":"1619","DOI":"10.1039\/a903691a","author":"Mikkola S.","year":"1999","journal-title":"J. Chem. Soc., Perkin Trans. 2"},{"key":"ref20\/cit20c","doi-asserted-by":"crossref","first-page":"1221","DOI":"10.1039\/c39950001221","author":"Irisawa M.","year":"1995","journal-title":"J. Chem. Soc., Chem. Commun."},{"key":"ref20\/cit20d","first-page":"691","author":"Komiyama M.","year":"1999","journal-title":"J. Chem. Soc., Perkin Trans. 2"},{"key":"ref21\/cit21a","doi-asserted-by":"crossref","first-page":"2023","DOI":"10.1021\/ja808746f","volume":"131","author":"Kirby A. J.","year":"2009","journal-title":"J. Am. Chem. Soc."},{"key":"ref21\/cit21b","doi-asserted-by":"crossref","first-page":"1708","DOI":"10.1039\/b204609a","author":"Asaad N.","year":"2002","journal-title":"J. Chem. Soc., Perkin Trans. 2"},{"key":"ref22\/cit22a","doi-asserted-by":"crossref","first-page":"6639","DOI":"10.1021\/ja8006963","volume":"130","author":"Neverov A. A.","year":"2008","journal-title":"J. Am. Chem. Soc."},{"key":"ref22\/cit22b","doi-asserted-by":"crossref","first-page":"368","DOI":"10.1021\/ja807984f","volume":"131","author":"Edwards D. R.","year":"2009","journal-title":"J. Am. Chem. Soc."},{"key":"ref23\/cit23","doi-asserted-by":"crossref","first-page":"472","DOI":"10.1002\/poc.770","volume":"17","author":"Padovani M.","year":"2004","journal-title":"J. Phys. Org. Chem."},{"key":"ref24\/cit24a","doi-asserted-by":"crossref","first-page":"65","DOI":"10.1039\/b414763d","volume":"3","author":"Neverov A. A.","year":"2005","journal-title":"Org. Biomol. Chem."},{"key":"ref24\/cit24b","first-page":"1704","volume":"79","author":"Neverov A. A.","year":"2001","journal-title":"Can. J. Chem."},{"key":"ref25\/cit25","doi-asserted-by":"crossref","first-page":"495","DOI":"10.1139\/v03-035","volume":"81","author":"Gibson G. T. T.","year":"2003","journal-title":"Can. J. Chem."},{"key":"ref26\/cit26","doi-asserted-by":"crossref","first-page":"210","DOI":"10.1021\/ja0023940","volume":"123","author":"Neverov A. A.","year":"2001","journal-title":"J. Am. Chem. Soc."},{"key":"ref27\/cit27","doi-asserted-by":"crossref","first-page":"16238","DOI":"10.1021\/ja076847d","volume":"129","author":"Bunn S. E.","year":"2007","journal-title":"J. Am. Chem. Soc."},{"key":"ref28\/cit28","doi-asserted-by":"crossref","first-page":"1268","DOI":"10.1139\/v05-065","volume":"83","author":"Gibson G. T. T.","year":"2005","journal-title":"Can. J. Chem."},{"key":"ref29\/cit29","doi-asserted-by":"crossref","first-page":"511","DOI":"10.1016\/0022-1902(76)80294-1","volume":"38","author":"Martin R. B. J.","year":"1976","journal-title":"Inorg. Nucl. Chem."},{"key":"ref30\/cit30","doi-asserted-by":"crossref","first-page":"133","DOI":"10.1023\/A:1006938908480","volume":"23","author":"Hay R. W.","year":"1998","journal-title":"Trans. Met. Chem."},{"key":"ref31\/cit31","doi-asserted-by":"crossref","first-page":"1265","DOI":"10.1246\/bcsj.69.1265","author":"Itoh T.","year":"1996","journal-title":"Bull. Chem. Soc. Jpn."},{"key":"ref32\/cit32a","volume-title":"Rates and equilibria of organic reactions","author":"Leffler J. E.","year":"1963"},{"key":"ref32\/cit32b","doi-asserted-by":"crossref","first-page":"425","DOI":"10.1021\/ar00108a003","volume":"17","author":"Williams A.","year":"1984","journal-title":"Acc. Chem. Res."},{"key":"ref33\/cit33a","doi-asserted-by":"crossref","first-page":"2204","DOI":"10.1021\/jo00245a015","volume":"53","author":"Ba-Saif S. A.","year":"1988","journal-title":"J. Org. Chem."},{"key":"ref33\/cit33b","doi-asserted-by":"crossref","first-page":"8115","DOI":"10.1021\/ja00178a040","volume":"112","author":"Ba-Saif S. A.","year":"1990","journal-title":"J. Am. Chem. Soc."},{"key":"ref33\/cit33c","doi-asserted-by":"crossref","first-page":"1653","DOI":"10.1039\/p29910001653","author":"Ba-Saif S. A.","year":"1991","journal-title":"J. Chem. Soc. Perkin Trans 2"},{"key":"ref34\/cit34a","doi-asserted-by":"crossref","first-page":"911","DOI":"10.1039\/p29720000911","author":"Bromilow R. H.","year":"1972","journal-title":"J. Chem. Soc., Perkin Trans. 2"},{"key":"ref34\/cit34b","doi-asserted-by":"crossref","first-page":"1708","DOI":"10.1039\/b204609a","author":"Assad N.","year":"2002","journal-title":"J. Chem. Soc., Perkin Trans. 2"},{"key":"ref34\/cit34c","doi-asserted-by":"crossref","first-page":"2059","DOI":"10.1016\/0040-4020(80)80096-2","volume":"36","author":"Hall C. R.","year":"1980","journal-title":"Tetrahedron"},{"key":"ref34\/cit34d","doi-asserted-by":"crossref","first-page":"1172","DOI":"10.1039\/J29700001172","author":"Khan S. A.","year":"1970","journal-title":"J. Chem. Soc. B"},{"key":"ref34\/cit34e","doi-asserted-by":"crossref","first-page":"5894","DOI":"10.1021\/ja00409a046","volume":"103","author":"Rowell R.","year":"1981","journal-title":"J. Am. Chem. Soc."},{"key":"ref36\/cit36a","doi-asserted-by":"crossref","first-page":"8079","DOI":"10.1021\/ja980660s","volume":"120","author":"Williams N. H.","year":"1998","journal-title":"J. Am. Chem. Soc."},{"key":"ref36\/cit36b","doi-asserted-by":"crossref","first-page":"11864","DOI":"10.1021\/ja047110g","volume":"126","author":"Humphrey T.","year":"2004","journal-title":"J. Am. Chem. Soc."},{"key":"ref37\/cit37a","doi-asserted-by":"crossref","first-page":"70","DOI":"10.1021\/ar50003a002","volume":"1","author":"Westheimer F. H.","year":"1968","journal-title":"Acc. Chem. Res."},{"key":"ref37\/cit37b","first-page":"99","volume":"25","author":"Thatcher G. R.","year":"1989","journal-title":"Adv. Phys. Org. Chem."},{"key":"ref39\/cit39","unstructured":"Liu, C. T. and Brown, R. S.Unpublished results."},{"key":"ref40\/cit40","doi-asserted-by":"crossref","first-page":"956","DOI":"10.1002\/recl.19580771009","volume":"77","author":"Ginjaar L.","year":"1958","journal-title":"Recl. Trav. Chim."},{"key":"ref41\/cit41","doi-asserted-by":"crossref","first-page":"8437","DOI":"10.1021\/jo0511997","volume":"70","author":"Purcell J.","year":"2005","journal-title":"J. Org. Chem."},{"key":"ref42\/cit42","doi-asserted-by":"crossref","first-page":"22570","DOI":"10.1021\/jp0550558","volume":"109","author":"Ich\u00e9-Tarrat N.","year":"2005","journal-title":"J. Phys. Chem. B"},{"key":"ref43\/cit43","doi-asserted-by":"crossref","first-page":"704","DOI":"10.1038\/223704a0","volume":"223","author":"Wolfenden R.","year":"1969","journal-title":"Nature"},{"key":"ref44\/cit44","doi-asserted-by":"crossref","first-page":"1997","DOI":"10.1016\/j.ccr.2005.04.016","volume":"249","author":"Yatsimirsky A. K.","year":"2005","journal-title":"Coord. Chem. Rev."},{"key":"ref45\/cit45a","first-page":"274","author":"More O\u2019Ferrall R. A.","year":"1970","journal-title":"J. Chem. Soc. B"},{"key":"ref45\/cit45b","doi-asserted-by":"crossref","first-page":"705","DOI":"10.1021\/cr60280a004","volume":"72","author":"Jencks W. P.","year":"1972","journal-title":"Chem. Rev."},{"key":"ref46\/cit46","doi-asserted-by":"crossref","first-page":"1591","DOI":"10.1021\/bi00405a030","volume":"27","author":"Lewis V. E.","year":"1988","journal-title":"Biochemistry"},{"key":"ref47\/cit47","first-page":"2355","author":"Zheng F.","year":"2001","journal-title":"J. Chem. Soc., Perkin Trans. 2"},{"key":"ref48\/cit48","doi-asserted-by":"crossref","first-page":"6498","DOI":"10.1073\/pnas.90.14.6498","volume":"90","author":"Steitz T. S.","year":"1993","journal-title":"Proc. Natl. Acad. Sci. U.S.A."},{"key":"ref49\/cit49a","doi-asserted-by":"crossref","first-page":"449","DOI":"10.1016\/0022-2836(91)90724-K","volume":"218","author":"Kim E. E.","year":"1991","journal-title":"J. Mol. Biol."},{"key":"ref49\/cit49b","doi-asserted-by":"crossref","first-page":"8351","DOI":"10.1074\/jbc.274.13.8351","volume":"274","author":"Holtz K. M.","year":"1999","journal-title":"J. Biol. Chem."},{"key":"ref49\/cit49c","doi-asserted-by":"crossref","first-page":"1293","DOI":"10.1021\/ja056528r","volume":"128","author":"Zalatan J. G.","year":"2006","journal-title":"J. Am. Chem. Soc."},{"key":"ref50\/cit50a","doi-asserted-by":"crossref","first-page":"13352","DOI":"10.1021\/bi700460c","volume":"46","author":"Wong K.-Y.","year":"2007","journal-title":"Biochemistry"},{"key":"ref50\/cit50b","doi-asserted-by":"crossref","first-page":"3435","DOI":"10.1021\/bi061951d","volume":"46","author":"Samples C. R.","year":"2007","journal-title":"Biochemistry"},{"key":"ref50\/cit50c","doi-asserted-by":"crossref","first-page":"1189","DOI":"10.1016\/j.jmb.2007.10.061","volume":"375","author":"Liu J.-W.","year":"2008","journal-title":"J. Mol. Biol."}],"container-title":["Journal of the American Chemical Society"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/ja904659e","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2023,3,5]],"date-time":"2023-03-05T08:58:17Z","timestamp":1678006697000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/doi\/10.1021\/ja904659e"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2009,9,8]]},"references-count":85,"journal-issue":{"issue":"38","published-print":{"date-parts":[[2009,9,30]]}},"alternative-id":["10.1021\/ja904659e"],"URL":"https:\/\/doi.org\/10.1021\/ja904659e","relation":{},"ISSN":["0002-7863","1520-5126"],"issn-type":[{"value":"0002-7863","type":"print"},{"value":"1520-5126","type":"electronic"}],"subject":[],"published":{"date-parts":[[2009,9,8]]}}}