{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,5,13]],"date-time":"2026-05-13T23:56:22Z","timestamp":1778716582319,"version":"3.51.4"},"reference-count":70,"publisher":"Wiley","issue":"58","license":[{"start":{"date-parts":[[2020,9,17]],"date-time":"2020-09-17T00:00:00Z","timestamp":1600300800000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by-nc-nd\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100001659","name":"Deutsche Forschungsgemeinschaft","doi-asserted-by":"publisher","award":["182849149"],"award-info":[{"award-number":["182849149"]}],"id":[{"id":"10.13039\/501100001659","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001659","name":"Deutsche Forschungsgemeinschaft","doi-asserted-by":"publisher","award":["401247651"],"award-info":[{"award-number":["401247651"]}],"id":[{"id":"10.13039\/501100001659","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100003088","name":"Evangelisches Studienwerk Villigst","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100003088","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chemistry A European J"],"published-print":{"date-parts":[[2020,10,15]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>A concise synthetic route towards a new family of phosphorus\u2010containing polycyclic aromatic hydrocarbons starting from the versatile acridophosphine has been established. The structural and optoelectronic properties of these compounds were efficiently modulated through derivatization of the phosphorus center. X\u2010ray crystallographic analysis, UV\/Vis spectroscopic, and electrochemical studies supported by DFT calculations identified the considerable potential of these scaffolds for the development of organophosphorus functional materials with tailored properties upon further functionalization.<\/jats:p>","DOI":"10.1002\/chem.202002872","type":"journal-article","created":{"date-parts":[[2020,6,18]],"date-time":"2020-06-18T02:29:31Z","timestamp":1592447371000},"page":"13157-13162","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":20,"title":["Phosphorus\u2010Containing Dibenzonaphthanthrenes: Electronic Fine Tuning of Polycyclic Aromatic Hydrocarbons through Organophosphorus Chemistry"],"prefix":"10.1002","volume":"26","author":[{"given":"Johannes D. R.","family":"Ascherl","sequence":"first","affiliation":[{"name":"Institute of Organic Chemistry Ruprecht-Karls-Universit\u00e4t Heidelberg  Im Neuenheimer Feld 270 69120 Heidelberg Germany"},{"name":"Centre for Advanced Materials Ruprecht-Karls-Universit\u00e4t Heidelberg  Im Neuenheimer Feld 225 69120 Heidelberg Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Christian","family":"Nei\u00df","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Pharmacy Chair of Theoretical Chemistry Friedrich-Alexander-Universit\u00e4t Erlangen-N\u00fcrnberg  Egerlandstrasse 3 91058 Erlangen Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Alexander","family":"Vogel","sequence":"additional","affiliation":[{"name":"Institute of Organic Chemistry Ruprecht-Karls-Universit\u00e4t Heidelberg  Im Neuenheimer Feld 270 69120 Heidelberg Germany"},{"name":"Centre for Advanced Materials Ruprecht-Karls-Universit\u00e4t Heidelberg  Im Neuenheimer Feld 225 69120 Heidelberg Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"J\u00fcrgen","family":"Graf","sequence":"additional","affiliation":[{"name":"Institute of Organic Chemistry Ruprecht-Karls-Universit\u00e4t Heidelberg  Im Neuenheimer Feld 270 69120 Heidelberg Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Frank","family":"Rominger","sequence":"additional","affiliation":[{"name":"Institute of Organic Chemistry Ruprecht-Karls-Universit\u00e4t Heidelberg  Im Neuenheimer Feld 270 69120 Heidelberg Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Thomas","family":"Oeser","sequence":"additional","affiliation":[{"name":"Institute of Organic Chemistry Ruprecht-Karls-Universit\u00e4t Heidelberg  Im Neuenheimer Feld 270 69120 Heidelberg Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Frank","family":"Hampel","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Pharmacy Chair of Organic Chemistry University of Erlangen-N\u00fcrnberg  Nikolaus-Fiebiger-Str. 10 91058 Erlangen Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Andreas","family":"G\u00f6rling","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Pharmacy Chair of Theoretical Chemistry Friedrich-Alexander-Universit\u00e4t Erlangen-N\u00fcrnberg  Egerlandstrasse 3 91058 Erlangen Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4960-4636","authenticated-orcid":false,"given":"Milan","family":"Kivala","sequence":"additional","affiliation":[{"name":"Institute of Organic Chemistry Ruprecht-Karls-Universit\u00e4t Heidelberg  Im Neuenheimer Feld 270 69120 Heidelberg Germany"},{"name":"Centre for Advanced Materials Ruprecht-Karls-Universit\u00e4t Heidelberg  Im Neuenheimer Feld 225 69120 Heidelberg Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2020,9,17]]},"reference":[{"key":"e_1_2_2_1_1","unstructured":"\u00a0"},{"key":"e_1_2_2_2_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr990322p"},{"key":"e_1_2_2_3_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr068010r"},{"key":"e_1_2_2_4_2","doi-asserted-by":"publisher","DOI":"10.1021\/cm102252w"},{"key":"e_1_2_2_5_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.accounts.5b00199"},{"key":"e_1_2_2_6_1","unstructured":"\u00a0"},{"key":"e_1_2_2_7_2","doi-asserted-by":"publisher","DOI":"10.1002\/adma.201000585"},{"key":"e_1_2_2_8_2","doi-asserted-by":"publisher","DOI":"10.1002\/poc.1644"},{"key":"e_1_2_2_9_2","doi-asserted-by":"publisher","DOI":"10.1039\/c0jm02827d"},{"key":"e_1_2_2_10_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo3018395"},{"key":"e_1_2_2_11_1","unstructured":"For selected reviews on heteroatom-containing PAHs see:"},{"key":"e_1_2_2_12_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.6b00076"},{"key":"e_1_2_2_13_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.8b00637"},{"key":"e_1_2_2_14_2","doi-asserted-by":"publisher","DOI":"10.1002\/poc.4022"},{"key":"e_1_2_2_15_1","unstructured":"For selected recent illustrative examples of heteroatom-containing PAHs see:"},{"key":"e_1_2_2_16_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja3036042"},{"key":"e_1_2_2_17_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201409932"},{"key":"e_1_2_2_17_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201409932"},{"key":"e_1_2_2_18_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.6b12630"},{"key":"e_1_2_2_19_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.8b06079"},{"key":"e_1_2_2_20_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201803282"},{"key":"e_1_2_2_20_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201803282"},{"key":"e_1_2_2_21_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201900175"},{"key":"e_1_2_2_21_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201900175"},{"key":"e_1_2_2_22_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201914025"},{"key":"e_1_2_2_22_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201914025"},{"key":"e_1_2_2_23_1","unstructured":"For recent reviews on phosphorus-containing PAHs see:"},{"key":"e_1_2_2_24_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr040179m"},{"key":"e_1_2_2_25_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar500084b"},{"key":"e_1_2_2_26_2","doi-asserted-by":"crossref","first-page":"2293","DOI":"10.1055\/s-0035-1562506","volume":"27","author":"Hindenburg P.","year":"2016","journal-title":"Synlett"},{"key":"e_1_2_2_27_2","doi-asserted-by":"publisher","DOI":"10.1002\/cphc.201700438"},{"key":"e_1_2_2_28_2","doi-asserted-by":"publisher","DOI":"10.1246\/cl.190601"},{"key":"e_1_2_2_29_1","unstructured":"For selected examples of P-containing PAHs see:"},{"key":"e_1_2_2_30_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.199006891"},{"key":"e_1_2_2_30_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.19901020611"},{"key":"e_1_2_2_31_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201102453"},{"key":"e_1_2_2_31_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201102453"},{"key":"e_1_2_2_32_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.5b06413"},{"key":"e_1_2_2_33_2","doi-asserted-by":"publisher","DOI":"10.1039\/C5CC03063C"},{"key":"e_1_2_2_34_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201809754"},{"key":"e_1_2_2_34_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201809754"},{"key":"e_1_2_2_34_4","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201905429"},{"key":"e_1_2_2_35_1","unstructured":"\u00a0"},{"key":"e_1_2_2_36_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja00160a022"},{"key":"e_1_2_2_37_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo7025756"},{"key":"e_1_2_2_38_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.199615581"},{"key":"e_1_2_2_38_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.19961081317"},{"key":"e_1_2_2_39_1","doi-asserted-by":"crossref","first-page":"501b","DOI":"10.1039\/c3974000501b","author":"Segall Y.","year":"1974","journal-title":"Chem. Commun."},{"key":"e_1_2_2_40_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201701412"},{"key":"e_1_2_2_41_1","unstructured":"\u00a0"},{"key":"e_1_2_2_42_2","volume-title":"Polycyclic Hydrocarbons. Volume I and II","author":"Clar E.","year":"1964"},{"key":"e_1_2_2_43_1","unstructured":"\u00a0"},{"key":"e_1_2_2_44_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201502977"},{"key":"e_1_2_2_44_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201502977"},{"key":"e_1_2_2_45_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201602406"},{"key":"e_1_2_2_46_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo502605e"},{"key":"e_1_2_2_47_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja300171y"},{"key":"e_1_2_2_48_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201210238"},{"key":"e_1_2_2_48_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201210238"},{"key":"e_1_2_2_49_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo00427a015"},{"key":"e_1_2_2_50_1","unstructured":"Deposition numbers\u20051981909 1982210 1982209 and 1981910(3 4 5 and7) contain the supplementary crystallographic data for this paper. These data are provided free of charge by the joint Cambridge Crystallographic Data Centre and Fachinformationszentrum KarlsruheAccess Structures service."},{"key":"e_1_2_2_51_1","unstructured":"\u00a0"},{"key":"e_1_2_2_52_2","doi-asserted-by":"publisher","DOI":"10.1016\/0301-0104(95)00275-8"},{"key":"e_1_2_2_53_2","doi-asserted-by":"publisher","DOI":"10.1021\/jp071002"},{"key":"e_1_2_2_54_1","doi-asserted-by":"publisher","DOI":"10.1007\/978-0-387-46312-4"},{"key":"e_1_2_2_55_1","doi-asserted-by":"publisher","DOI":"10.1063\/1.464913"},{"key":"e_1_2_2_56_1","doi-asserted-by":"publisher","DOI":"10.1063\/1.3382344"},{"key":"e_1_2_2_57_1","doi-asserted-by":"publisher","DOI":"10.1039\/P29930000799"},{"key":"e_1_2_2_58_1","doi-asserted-by":"publisher","DOI":"10.1039\/b508541a"},{"key":"e_1_2_2_59_1","doi-asserted-by":"publisher","DOI":"10.1063\/1.464304"}],"container-title":["Chemistry \u2013 A European Journal"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.wiley.com\/onlinelibrary\/tdm\/v1\/articles\/10.1002%2Fchem.202002872","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/chem.202002872","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/chem.202002872","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/chem.202002872","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,12]],"date-time":"2025-10-12T11:58:17Z","timestamp":1760270297000},"score":1,"resource":{"primary":{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/10.1002\/chem.202002872"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2020,9,17]]},"references-count":70,"journal-issue":{"issue":"58","published-print":{"date-parts":[[2020,10,15]]}},"alternative-id":["10.1002\/chem.202002872"],"URL":"https:\/\/doi.org\/10.1002\/chem.202002872","archive":["Portico"],"relation":{},"ISSN":["0947-6539","1521-3765"],"issn-type":[{"value":"0947-6539","type":"print"},{"value":"1521-3765","type":"electronic"}],"subject":[],"published":{"date-parts":[[2020,9,17]]},"assertion":[{"value":"2020-06-14","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2020-09-17","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}]}}