{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,15]],"date-time":"2026-07-15T13:05:35Z","timestamp":1784120735891,"version":"3.55.0"},"reference-count":40,"publisher":"Royal Society of Chemistry (RSC)","issue":"27","license":[{"start":{"date-parts":[[2027,6,22]],"date-time":"2027-06-22T00:00:00Z","timestamp":1813622400000},"content-version":"am","delay-in-days":537,"URL":"http:\/\/rsc.li\/journals-terms-of-use"}],"funder":[{"DOI":"10.13039\/501100001807","name":"Funda\u00e7\u00e3o de Amparo \u00e0 Pesquisa do Estado de S\u00e3o Paulo","doi-asserted-by":"publisher","award":["2022\/10156-7"],"award-info":[{"award-number":["2022\/10156-7"]}],"id":[{"id":"10.13039\/501100001807","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001807","name":"Funda\u00e7\u00e3o de Amparo \u00e0 Pesquisa do Estado de S\u00e3o Paulo","doi-asserted-by":"publisher","award":["2018\/03910-1"],"award-info":[{"award-number":["2018\/03910-1"]}],"id":[{"id":"10.13039\/501100001807","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100006417","name":"Fundo de Apoio ao Ensino, \u00e0 Pesquisa e Extens\u00e3o, Universidade Estadual de Campinas","doi-asserted-by":"publisher","award":["3331\/25"],"award-info":[{"award-number":["3331\/25"]}],"id":[{"id":"10.13039\/501100006417","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100003593","name":"Conselho Nacional de Desenvolvimento Cient\u00edfico e Tecnol\u00f3gico","doi-asserted-by":"publisher","award":["306912\/2023-6"],"award-info":[{"award-number":["306912\/2023-6"]}],"id":[{"id":"10.13039\/501100003593","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["rsc.org"],"crossmark-restriction":true},"short-container-title":["Phys. Chem. Chem. Phys."],"abstract":"<jats:p>Fluorination of bicyclo[1.1.0]butane markedly lowers inversion and nucleophilic attack barriers through position-dependent hyperconjugation, steric, and electrostatic effects, enabling rational design of strained electrophilic building blocks.<\/jats:p>","DOI":"10.1039\/d6cp01952h","type":"journal-article","created":{"date-parts":[[2026,6,22]],"date-time":"2026-06-22T15:43:17Z","timestamp":1782142997000},"page":"17043-17050","update-policy":"https:\/\/doi.org\/10.1039\/rsc_crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["How fluorination collapses inversion barriers and increases electrophilicity in bicyclo[1.1.0]butanes"],"prefix":"10.1039","volume":"28","author":[{"given":"Bruno A.","family":"Piscelli","sequence":"first","affiliation":[{"name":"Departamento de Qu\u00edmica Org\u00e2nica, Instituto de Qu\u00edmica, Universidade Estadual de Campinas, PO Box 6154 \u2013 13083-970 \u2013 Campinas, S\u00e3o Paulo, Brazil"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Caio E. D. V. P.","family":"Nascimento","sequence":"additional","affiliation":[{"name":"Departamento de Qu\u00edmica Org\u00e2nica, Instituto de Qu\u00edmica, Universidade Estadual de Campinas, PO Box 6154 \u2013 13083-970 \u2013 Campinas, S\u00e3o Paulo, Brazil"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7659-1749","authenticated-orcid":false,"given":"Rodrigo A.","family":"Cormanich","sequence":"additional","affiliation":[{"name":"Departamento de Qu\u00edmica Org\u00e2nica, Instituto de Qu\u00edmica, Universidade Estadual de Campinas, PO Box 6154 \u2013 13083-970 \u2013 Campinas, S\u00e3o Paulo, Brazil"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"292","published-online":{"date-parts":[[2026]]},"reference":[{"key":"D6CP01952H\/cit1\/1","doi-asserted-by":"crossref","first-page":"1976","DOI":"10.1063\/1.1671318","volume":"50","author":"Ox","year":"1969","journal-title":"J. Chem. Phys."},{"key":"D6CP01952H\/cit2\/1","doi-asserted-by":"crossref","first-page":"24","DOI":"10.3390\/chemengineering5020024","volume":"5","author":"Meier","year":"2021","journal-title":"ChemEngineering"},{"key":"D6CP01952H\/cit3\/1","doi-asserted-by":"crossref","first-page":"921","DOI":"10.1351\/PAC-CON-13-01-03","volume":"85","author":"Wu","year":"2013","journal-title":"Pure Appl. Chem."},{"key":"D6CP01952H\/cit4\/1","doi-asserted-by":"crossref","first-page":"546","DOI":"10.1063\/1.1744539","volume":"29","author":"Benson","year":"1958","journal-title":"J. Chem. Phys."},{"key":"D6CP01952H\/cit5\/1","doi-asserted-by":"crossref","first-page":"11721","DOI":"10.1039\/D2SC03948F","volume":"13","author":"Kelly","year":"2022","journal-title":"Chem. Sci."},{"key":"D6CP01952H\/cit6\/1","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1038\/s42004-022-00811-3","volume":"6","author":"Golfmann","year":"2023","journal-title":"Commun. Chem."},{"key":"D6CP01952H\/cit7\/1","doi-asserted-by":"crossref","first-page":"230","DOI":"10.1063\/1.1672669","volume":"52","author":"W\u00fcthrich","year":"1970","journal-title":"J. Chem. Phys."},{"key":"D6CP01952H\/cit8\/1","doi-asserted-by":"crossref","first-page":"2749","DOI":"10.1016\/S0040-4020(01)98361-9","volume":"21","author":"Wiberg","year":"1965","journal-title":"Tetrahedron"},{"key":"D6CP01952H\/cit9\/1","doi-asserted-by":"crossref","first-page":"768","DOI":"10.1063\/1.1730460","volume":"31","author":"Muller","year":"1959","journal-title":"J. Chem. Phys."},{"key":"D6CP01952H\/cit10\/1","doi-asserted-by":"crossref","first-page":"767","DOI":"10.1021\/ja00758a015","volume":"94","author":"Newton","year":"1972","journal-title":"J. Am. Chem. Soc."},{"key":"D6CP01952H\/cit11\/1","doi-asserted-by":"crossref","first-page":"4983","DOI":"10.1002\/anie.201600766","volume":"55","author":"Panish","year":"2016","journal-title":"Angew. Chem., Int. Ed."},{"key":"D6CP01952H\/cit12\/1","doi-asserted-by":"crossref","first-page":"1149","DOI":"10.1021\/ar500437h","volume":"48","author":"Walczak","year":"2015","journal-title":"Acc. Chem. Res."},{"key":"D6CP01952H\/cit13\/1","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1002\/anie.202205103","volume":"61","author":"Bychek","year":"2022","journal-title":"Angew. Chem., Int. Ed."},{"key":"D6CP01952H\/cit14\/1","doi-asserted-by":"crossref","first-page":"2149","DOI":"10.1039\/D2QO00167E","volume":"9","author":"Wang","year":"2022","journal-title":"Org. Chem. Front."},{"key":"D6CP01952H\/cit15\/1","doi-asserted-by":"crossref","first-page":"18522","DOI":"10.1021\/jacs.0c07490","volume":"142","author":"Shindo","year":"2020","journal-title":"J. Am. Chem. Soc."},{"key":"D6CP01952H\/cit16\/1","doi-asserted-by":"crossref","first-page":"14046","DOI":"10.1021\/acs.jmedchem.1c01215","volume":"64","author":"Subbaiah","year":"2021","journal-title":"J. Med. Chem."},{"key":"D6CP01952H\/cit17\/1","doi-asserted-by":"crossref","first-page":"24754","DOI":"10.1002\/anie.202106352","volume":"60","author":"Anderson","year":"2021","journal-title":"Angew. Chem., Int. Ed."},{"key":"D6CP01952H\/cit18\/1","doi-asserted-by":"crossref","first-page":"308","DOI":"10.1039\/B711844A","volume":"37","author":"O\u2019hagan","year":"2008","journal-title":"Chem. Soc. Rev."},{"key":"D6CP01952H\/cit19\/1","doi-asserted-by":"crossref","first-page":"5769","DOI":"10.1063\/1.433852","volume":"66","author":"Schmiedekamp","year":"1977","journal-title":"J. Chem. Phys."},{"key":"D6CP01952H\/cit20\/1","doi-asserted-by":"crossref","first-page":"275","DOI":"10.1021\/cr60211a005","volume":"61","author":"Bent","year":"1961","journal-title":"Chem. Rev."},{"key":"D6CP01952H\/cit21\/1","doi-asserted-by":"crossref","first-page":"2413","DOI":"10.1021\/jo802693v","volume":"74","author":"Lemal","year":"2009","journal-title":"J. Org. Chem."},{"key":"D6CP01952H\/cit22\/1","doi-asserted-by":"crossref","first-page":"399","DOI":"10.1080\/0144235X.2016.1192262","volume":"35","author":"Weinhold","year":"2016","journal-title":"Int. Rev. Phys. Chem."},{"key":"D6CP01952H\/cit23\/1","doi-asserted-by":"crossref","first-page":"363","DOI":"10.1021\/ar00072a001","volume":"14","author":"Fukui","year":"1981","journal-title":"Acc. Chem. Res."},{"key":"D6CP01952H\/cit24\/1","doi-asserted-by":"crossref","first-page":"5406","DOI":"10.1063\/1.474248","volume":"107","author":"Badenhoop","year":"1997","journal-title":"J. Chem. Phys."},{"key":"D6CP01952H\/cit25\/1","doi-asserted-by":"crossref","DOI":"10.1002\/9781118229101","volume-title":"Discovering Chemistry with Natural Bond Orbitals","author":"Weinhold","year":"2012","unstructured":"F.Weinhold  and  C. R.Landis ,  Discovering Chemistry with Natural Bond Orbitals ,  John Wiley & Sons, Inc. ,  New Jersey ,  2012"},{"key":"D6CP01952H\/cit26\/1","doi-asserted-by":"crossref","first-page":"100070","DOI":"10.1016\/j.tchem.2024.100070","volume":"9","author":"Hu","year":"2024","journal-title":"Tetrahedron Chem."},{"key":"D6CP01952H\/cit27\/1","doi-asserted-by":"crossref","first-page":"9","DOI":"10.1038\/s42004-022-00811-3","volume":"6","author":"Golfmann","year":"2023","journal-title":"Commun. Chem."},{"key":"D6CP01952H\/cit28\/1","doi-asserted-by":"crossref","first-page":"6216","DOI":"10.1038\/s41467-025-61415-8","volume":"16","author":"Huang","year":"2025","journal-title":"Nat. Commun."},{"key":"D6CP01952H\/cit29\/1","doi-asserted-by":"crossref","first-page":"10477","DOI":"10.1021\/acs.orglett.5c03346","volume":"27","author":"Gupta","year":"2025","journal-title":"Org. Lett."},{"key":"D6CP01952H\/cit30\/1","doi-asserted-by":"crossref","first-page":"e202200020","DOI":"10.1002\/cmdc.202200020","volume":"17","author":"Kolk","year":"2022","journal-title":"ChemMedChem"},{"key":"D6CP01952H\/cit31\/1","doi-asserted-by":"crossref","first-page":"8578","DOI":"10.1021\/acs.jmedchem.5c00259","volume":"68","author":"Wang","year":"2025","journal-title":"J. Med. Chem."},{"key":"D6CP01952H\/cit32\/1","doi-asserted-by":"crossref","first-page":"992","DOI":"10.1080\/14756366.2017.1347784","volume":"32","author":"Ferguson","year":"2017","journal-title":"J. Enzyme Inhib. Med. Chem."},{"key":"D6CP01952H\/cit33\/1","doi-asserted-by":"crossref","first-page":"e202200113","DOI":"10.1002\/cmdc.202200113","volume":"17","author":"Hamilton","year":"2022","journal-title":"ChemMedChem"},{"key":"D6CP01952H\/cit34\/1","doi-asserted-by":"crossref","first-page":"241","DOI":"10.1126\/science.aad6252","volume":"351","author":"Gianatassio","year":"2016","journal-title":"Science"},{"key":"D6CP01952H\/cit35\/1","doi-asserted-by":"crossref","first-page":"6378","DOI":"10.1021\/jp810292n","volume":"113","author":"Marenich","year":"2009","journal-title":"J. Phys. Chem. B"},{"key":"D6CP01952H\/cit36\/1","doi-asserted-by":"crossref","first-page":"3322","DOI":"10.1021\/acs.jcim.4c00250","volume":"64","author":"Cormanich","year":"2024","journal-title":"J. Chem. Inf. Model."},{"key":"D6CP01952H\/cit37\/1","volume-title":"Gaussian 16 Revision C.02","author":"Frisch","year":"2016","unstructured":"M. J.Frisch ,  G. W.Trucks ,  H. B.Schlegel ,  G. E.Scuseria ,  M. A.Robb ,  J. R.Cheeseman ,  G.Scalmani ,  V.Barone ,  G. A.Petersson ,  H.Nakatsuji ,  X.Li ,  M.Caricato ,  A. V.Marenich ,  J.Bloino ,  B. G.Janesko ,  R.Gomperts ,  B.Mennucci ,  H. P.Hratchian ,  J. V.Ortiz ,  A. F.Izmaylov ,  J. L.Sonnenberg ,  D.Williams-Young ,  F.Ding ,  F.Lipparini ,  F.Egidi ,  J.Goings ,  B.Peng ,  A.Petrone ,  T.Henderson ,  D.Ranasinghe ,  V. G.Zakrzewski ,  J.Gao ,  N.Rega ,  G.Zheng ,  W.Liang ,  M.Hada ,  M.Ehara ,  K.Toyota ,  R.Fukuda ,  J.Hasegawa ,  M.Ishida ,  T.Nakajima ,  Y.Honda ,  O.Kitao ,  H.Nakai ,  T.Vreven ,  K.Throssell ,  J. A.Montgomery Jr. ,  J. E.Peralta ,  F.Ogliaro ,  M. J.Bearpark ,  J. J.Heyd ,  E. N.Brothers ,  K. N.Kudin ,  V. N.Staroverov ,  T. A.Keith ,  R.Kobayashi ,  J.Normand ,  K.Raghavachari ,  A. P.Rendell ,  J. C.Burant ,  S. S.Iyengar ,  J.Tomasi ,  M.Cossi ,  J. M.Millam ,  M.Klene ,  C.Adamo ,  R.Cammi ,  J. W.Ochterski ,  R. L.Martin ,  K.Morokuma ,  O.Farkas ,  J. B.Foresman  and  D. J.Fox ,  Gaussian 16 Revision C.02 ,  Gaussian Inc. ,  Wallingford CT ,  2016"},{"key":"D6CP01952H\/cit37\/2","doi-asserted-by":"crossref","first-page":"34106","DOI":"10.1063\/1.4773581","volume":"138","author":"Riplinger","year":"2013","journal-title":"J. Chem. Phys."},{"key":"D6CP01952H\/cit38\/1","doi-asserted-by":"crossref","first-page":"134104","DOI":"10.1063\/1.4821834","volume":"139","author":"Riplinger","year":"2013","journal-title":"J. Chem. Phys."},{"key":"D6CP01952H\/cit39\/1","first-page":"73","volume":"2","author":"Neese","year":"2012","journal-title":"Wiley Interdiscip. Rev.: Comput. Mol. Sci."}],"container-title":["Physical Chemistry Chemical Physics"],"original-title":[],"language":"en","link":[{"URL":"http:\/\/pubs.rsc.org\/CP\/article-pdf\/doi\/10.1039\/D6CP01952H\/0\/D6CP01952H.pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,7,15]],"date-time":"2026-07-15T12:20:49Z","timestamp":1784118049000},"score":1,"resource":{"primary":{"URL":"http:\/\/pubs.rsc.org\/CP\/article-lookup\/doi\/10.1039\/D6CP01952H"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026]]},"references-count":40,"journal-issue":{"issue":"27","published-print":{"date-parts":[[2026,7,15]]}},"URL":"https:\/\/doi.org\/10.1039\/d6cp01952h","relation":{},"ISSN":["1463-9076","1463-9084"],"issn-type":[{"value":"1463-9076","type":"print"},{"value":"1463-9084","type":"electronic"}],"subject":[],"published":{"date-parts":[[2026]]}}}