{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,1]],"date-time":"2026-09-01T23:16:19Z","timestamp":1788304579139,"version":"build-2803163510"},"reference-count":42,"publisher":"American Chemical Society (ACS)","issue":"17","license":[{"start":{"date-parts":[[2014,9,26]],"date-time":"2014-09-26T00:00:00Z","timestamp":1411689600000},"content-version":"vor","delay-in-days":50,"URL":"https:\/\/pubs.acs.org\/page\/policy\/authorchoice_ccby_termsofuse.html"}],"funder":[{"DOI":"10.13039\/501100000266","name":"Engineering and Physical Sciences Research Council","doi-asserted-by":"publisher","award":["NA"],"award-info":[{"award-number":["NA"]}],"id":[{"id":"10.13039\/501100000266","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100000783","name":"Research Executive Agency","doi-asserted-by":"publisher","award":["334496"],"award-info":[{"award-number":["334496"]}],"id":[{"id":"10.13039\/501100000783","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":[],"published-print":{"date-parts":[[2014,9,5]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>The synthesis of rigid symmetric polyradical model systems with inter-spin distances between 1.4 and 4 nm and their room temperature continuous wave (CW) EPR spectra are reported. Conditions for attachment of the spin-label via esterification have been optimized on the direct synthesis of polyradicals from commercially available polyphenols and the carboxylic acid functionalized nitroxide TPC. A common synthetic protocol utilizing 4-hydroxy-4\u2032-iodobiphenyl as a key building block has been used to synthesize an equilateral biradical and a triradical in only two steps from commercially available starting materials. The first synthesis of a tetraradical based upon an adamantane core bearing six equivalent nitroxide\u2013nitroxide distances is also reported. These systems are very promising candidates for studying multi-spin effects in pulsed EPR distance measurements.<\/jats:p>","DOI":"10.1021\/jo5015678","type":"journal-article","created":{"date-parts":[[2014,8,7]],"date-time":"2014-08-07T14:08:45Z","timestamp":1407420525000},"page":"8313-8323","source":"Crossref","is-referenced-by-count":15,"title":["A Modular Approach for the\nSynthesis of Nanometer-Sized\nPolynitroxide Multi-Spin Systems"],"prefix":"10.1021","volume":"79","author":[{"given":"Silvia","family":"Valera","sequence":"first","affiliation":[{"name":"University of St Andrews , , North Haugh , ,","place":["St Andrews, United Kingdom, KY16 9ST"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"James E.","family":"Taylor","sequence":"additional","affiliation":[{"name":"University of St Andrews , , North Haugh , ,","place":["St Andrews, United Kingdom, KY16 9ST"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"David S. B.","family":"Daniels","sequence":"additional","affiliation":[{"name":"University of St Andrews , , North Haugh , ,","place":["St Andrews, United Kingdom, KY16 9ST"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Daniel M.","family":"Dawson","sequence":"additional","affiliation":[{"name":"University of St Andrews , , North Haugh , ,","place":["St Andrews, United Kingdom, KY16 9ST"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Kasun S.","family":"Athukorala Arachchige","sequence":"additional","affiliation":[{"name":"University of St Andrews , , North Haugh , ,","place":["St Andrews, United Kingdom, KY16 9ST"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Sharon E.","family":"Ashbrook","sequence":"additional","affiliation":[{"name":"University of St Andrews , , North Haugh , ,","place":["St Andrews, United Kingdom, KY16 9ST"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Alexandra M. Z.","family":"Slawin","sequence":"additional","affiliation":[{"name":"University of St Andrews , , North Haugh , ,","place":["St Andrews, United Kingdom, KY16 9ST"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Bela E.","family":"Bode","sequence":"additional","affiliation":[{"name":"University of St Andrews , , North Haugh , ,","place":["St Andrews, United Kingdom, KY16 9ST"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2014,8,7]]},"reference":[{"key":"2026090118434891000_cit1","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1017\/S003358350700460X","volume":"40","author":"Schiemann","year":"2007","journal-title":"Q. Rev. Biophys."},{"key":"2026090118434891000_cit2","first-page":"975","volume":"23","author":"Milov","year":"1981","journal-title":"Fiz. Tverd. Tela"},{"key":"2026090118434891000_cit3","doi-asserted-by":"crossref","first-page":"419","DOI":"10.1146\/annurev-physchem-032511-143716","volume":"63","author":"Jeschke","year":"2012","journal-title":"Annu. Rev. Phys.\nChem."},{"key":"2026090118434891000_cit4","doi-asserted-by":"crossref","first-page":"217","DOI":"10.1146\/annurev.bb.10.060181.001245","volume":"10","author":"Cafiso","year":"1981","journal-title":"Annu. Rev. Biophys. Bioeng."},{"key":"2026090118434891000_cit5","doi-asserted-by":"crossref","first-page":"52","DOI":"10.1016\/S0076-6879(07)23003-4","volume":"423","author":"Borbat","year":"2007","journal-title":"Methods Enzymol."},{"key":"2026090118434891000_cit6","doi-asserted-by":"crossref","first-page":"6580","DOI":"10.1039\/b905724b","volume":"11","author":"Jeschke","year":"2009","journal-title":"Phys. Chem. Chem.\nPhys."},{"key":"2026090118434891000_cit7","doi-asserted-by":"crossref","first-page":"6736","DOI":"10.1021\/ja065787t","volume":"129","author":"Bode","year":"2007","journal-title":"J. Am. Chem. Soc."},{"key":"2026090118434891000_cit8","doi-asserted-by":"crossref","first-page":"5854","DOI":"10.1039\/c3cp44462g","volume":"15","author":"von Hagens","year":"2013","journal-title":"Phys. Chem. Chem. Phys."},{"key":"2026090118434891000_cit9","doi-asserted-by":"crossref","first-page":"2845","DOI":"10.1080\/00268976.2013.798697","volume":"111","author":"Giannoulis","year":"2013","journal-title":"Mol. Phys."},{"key":"2026090118434891000_cit10","doi-asserted-by":"crossref","first-page":"E2675","DOI":"10.1073\/pnas.1202286109","volume":"109","author":"Pliotas","year":"2012","journal-title":"Proc. Natl. Acad. Sci.\nU.S.A."},{"key":"2026090118434891000_cit11","doi-asserted-by":"crossref","first-page":"2904","DOI":"10.1002\/anie.200805758","volume":"48","author":"Hagelueken","year":"2009","journal-title":"Angew. Chem., Int. Ed."},{"key":"2026090118434891000_cit12","doi-asserted-by":"crossref","first-page":"7560","DOI":"10.1002\/anie.200602807","volume":"45","author":"Godt","year":"2006","journal-title":"Angew. Chem., Int. Ed."},{"key":"2026090118434891000_cit13","doi-asserted-by":"crossref","first-page":"7575","DOI":"10.1021\/jo005556j","volume":"65","author":"Godt","year":"2000","journal-title":"J. Org. Chem."},{"key":"2026090118434891000_cit14","doi-asserted-by":"crossref","first-page":"10107","DOI":"10.1021\/ja102983b","volume":"132","author":"Jeschke","year":"2010","journal-title":"J. Am. Chem. Soc."},{"key":"2026090118434891000_cit15","doi-asserted-by":"crossref","first-page":"13852","DOI":"10.1021\/ja905796z","volume":"131","author":"Lovett","year":"2009","journal-title":"J. Am. Chem. Soc."},{"key":"2026090118434891000_cit16","doi-asserted-by":"crossref","first-page":"9282","DOI":"10.1021\/jo4015062","volume":"78","author":"Shinomiya","year":"2013","journal-title":"J. Org. Chem."},{"key":"2026090118434891000_cit17","doi-asserted-by":"crossref","first-page":"19673","DOI":"10.1039\/c3cp52789a","volume":"15","author":"Kunjir","year":"2013","journal-title":"Phys. Chem. Chem.\nPhys."},{"key":"2026090118434891000_cit18","doi-asserted-by":"crossref","first-page":"9950","DOI":"10.1021\/ja303791p","volume":"134","author":"Yang","year":"2012","journal-title":"J. Am. Chem. Soc."},{"key":"2026090118434891000_cit19","doi-asserted-by":"crossref","first-page":"42","DOI":"10.1134\/S0022476613070044","volume":"54","author":"Tsvetkov","year":"2013","journal-title":"J. Struct. Chem."},{"key":"2026090118434891000_cit20","doi-asserted-by":"crossref","first-page":"340","DOI":"10.1007\/s13311-012-0168-z","volume":"10","author":"Shi","year":"2013","journal-title":"Neurotherapeutics"},{"key":"2026090118434891000_cit21","doi-asserted-by":"crossref","first-page":"89","DOI":"10.1007\/0-306-48533-8_4","volume-title":"Biomedical EPR, Part\nB: Methodology, Instrumentation, and Dynamics","author":"Mustafi","year":"2005"},{"key":"2026090118434891000_cit22","doi-asserted-by":"crossref","first-page":"5322","DOI":"10.1021\/ol302506f","volume":"14","author":"Paletta","year":"2012","journal-title":"Org.\nLett."},{"key":"2026090118434891000_cit23","doi-asserted-by":"crossref","first-page":"335","DOI":"10.1016\/0223-5234(89)90075-5","volume":"24","author":"Brasch","year":"1989","journal-title":"Eur. J. Med. Chem."},{"key":"2026090118434891000_cit24","doi-asserted-by":"crossref","first-page":"904","DOI":"10.1038\/nprot.2007.97","volume":"2","author":"Schiemann","year":"2007","journal-title":"Nat. Protoc."},{"key":"2026090118434891000_cit25","doi-asserted-by":"crossref","first-page":"277","DOI":"10.1006\/jmre.2002.2596","volume":"157","author":"Weber","year":"2002","journal-title":"J. Magn. Reson."},{"key":"2026090118434891000_cit26","doi-asserted-by":"crossref","first-page":"3135","DOI":"10.1039\/b806963h","volume":"6","author":"Keddie","year":"2008","journal-title":"Org. Biomol. Chem."},{"key":"2026090118434891000_cit27","volume-title":"Free Nitroxide Radicals","author":"Rosantev","year":"1970","edition":"1"},{"key":"2026090118434891000_cit28","doi-asserted-by":"crossref","first-page":"439","DOI":"10.1021\/jo01110a017","volume":"21","author":"Sheehan","year":"1956","journal-title":"J. Org. Chem."},{"key":"2026090118434891000_cit29","doi-asserted-by":"crossref","first-page":"5064","DOI":"10.1021\/jp710504k","volume":"112","author":"Bode","year":"2008","journal-title":"J. Phys. Chem. A"},{"key":"2026090118434891000_cit32","first-page":"o1784","volume":"E65","author":"Margraf","year":"2009","journal-title":"Acta Crystallogr."},{"key":"2026090118434891000_cit33","doi-asserted-by":"crossref","first-page":"1933","DOI":"10.1021\/ar300348n","volume":"46","author":"Ni","year":"2013","journal-title":"Acc. Chem. Res."},{"key":"2026090118434891000_cit34","doi-asserted-by":"crossref","first-page":"5964","DOI":"10.1021\/cm1021068","volume":"22","author":"Lu","year":"2010","journal-title":"Chem. Mater."},{"key":"2026090118434891000_cit35a","doi-asserted-by":"crossref","first-page":"1922","DOI":"10.1063\/1.1727872","volume":"45","author":"Kreilick","year":"1966","journal-title":"J. Chem. Phys."},{"key":"2026090118434891000_cit35b","doi-asserted-by":"crossref","first-page":"3145","DOI":"10.1021\/jo00909a033","volume":"40","author":"Lee","year":"1975","journal-title":"J. Org. Chem."},{"key":"2026090118434891000_cit35c","doi-asserted-by":"crossref","first-page":"1244","DOI":"10.3390\/51201244","volume":"5","author":"Powell","year":"2000","journal-title":"Molecules"},{"key":"2026090118434891000_cit36","doi-asserted-by":"crossref","first-page":"9977","DOI":"10.1016\/j.tet.2004.08.016","volume":"60","author":"Mohamed Ahmed","year":"2004","journal-title":"Tetrahedron Lett."},{"key":"2026090118434891000_cit37","doi-asserted-by":"crossref","first-page":"1863","DOI":"10.1021\/cr970070x","volume":"99","author":"Schwab","year":"1999","journal-title":"Chem.\nRev."},{"key":"2026090118434891000_cit38","doi-asserted-by":"crossref","first-page":"7015","DOI":"10.1021\/ma00102a002","volume":"27","author":"Reichert","year":"1994","journal-title":"Macromolecules"},{"key":"2026090118434891000_cit39","doi-asserted-by":"crossref","first-page":"567","DOI":"10.1524\/zkri.220.5.567.65075","volume":"220","author":"Clark","year":"2005","journal-title":"Z. Kristallogr."},{"key":"2026090118434891000_cit40","first-page":"o248","volume":"C65","author":"Boldog","year":"2009","journal-title":"Acta Crystallogr."},{"key":"2026090118434891000_cit42","doi-asserted-by":"crossref","first-page":"7117","DOI":"10.1021\/la904151h","volume":"26","author":"Drew","year":"2009","journal-title":"Langmuir"},{"key":"2026090118434891000_cit43","doi-asserted-by":"crossref","first-page":"6596","DOI":"10.1002\/pola.23702","volume":"47","author":"Ho","year":"2009","journal-title":"J. Polym. Sci., Part A:\nPolym. Chem."}],"container-title":["The Journal of Organic Chemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/jo5015678","content-type":"application\/pdf","content-version":"vor","intended-application":"unspecified"},{"URL":"https:\/\/pubs.acs.org\/joceah\/article-pdf\/79\/17\/8313\/13015791\/jo5015678.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"syndication"},{"URL":"https:\/\/pubs.acs.org\/joceah\/article-pdf\/79\/17\/8313\/13015791\/jo5015678.pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,9,1]],"date-time":"2026-09-01T22:43:56Z","timestamp":1788302636000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/joceah\/article\/79\/17\/8313\/1308648\/A-Modular-Approach-for-the-Synthesis-of-Nanometer"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2014,8,7]]},"references-count":42,"journal-issue":{"issue":"17","published-online":{"date-parts":[[2014,8,7]]},"published-print":{"date-parts":[[2014,9,5]]}},"URL":"https:\/\/doi.org\/10.1021\/jo5015678","relation":{},"ISSN":["0022-3263","1520-6904"],"issn-type":[{"value":"0022-3263","type":"print"},{"value":"1520-6904","type":"electronic"}],"subject":[],"published":{"date-parts":[[2014,8,7]]}}}