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Herein, we report on the application of the PET chemosensing concept for the efficient and selective detection of different alkylating agents. 2\u2010(2\u2010Dimethylaminoethyl)benzo[\n                    <jats:italic>de<\/jats:italic>\n                    ]isoquinoline\u20101,3\u2010dione (\n                    <jats:bold>1<\/jats:bold>\n                    ) was found to be a highly selective and effective PET chemosensor that turns luminescent upon reacting with different alkylating agents. This PET\u2010based system detected even rather weak alkylating agents, such as dichloromethane. A PET\u2010based sensor that consists of\n                    <jats:bold>1<\/jats:bold>\n                    as the active component could detect rather low concentrations of alkylating agents in solution and in the gas phase.\n                  <\/jats:p>","DOI":"10.1002\/chem.200501332","type":"journal-article","created":{"date-parts":[[2006,4,6]],"date-time":"2006-04-06T10:18:50Z","timestamp":1144318730000},"page":"4858-4864","source":"Crossref","is-referenced-by-count":47,"title":["Sensitive and Selective Photoinduced\u2010Electron\u2010Transfer\u2010Based Sensing of Alkylating Agents"],"prefix":"10.1002","volume":"12","author":[{"given":"Shay","family":"Tal","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Husein","family":"Salman","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Yael","family":"Abraham","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Mark","family":"Botoshansky","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Yoav","family":"Eichen","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2006,6,6]]},"reference":[{"key":"e_1_2_6_1_2","unstructured":"\u00a0"},{"key":"e_1_2_6_2_2","doi-asserted-by":"publisher","DOI":"10.1002\/cber.190003302183"},{"key":"e_1_2_6_3_2","doi-asserted-by":"publisher","DOI":"10.1002\/cber.190003302166"},{"key":"e_1_2_6_4_2","doi-asserted-by":"publisher","DOI":"10.1002\/jlac.19033270105"},{"key":"e_1_2_6_5_2","first-page":"302","volume-title":"Organic Chemistry","author":"Carey F. 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These data can be obtained free of charge from the Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk\/data_request\/cif."},{"key":"e_1_2_6_58_2","unstructured":"Z. Otwinowski W. Minor"},{"key":"e_1_2_6_59_2","unstructured":"G. M. Sheldrick SHELXS97 and SHELXL97; University of Gottingen: Germany 1997."},{"key":"e_1_2_6_60_2","unstructured":"M. J. Frisch G. W. Trucks H. B. Schlegel G. E. Scuseria M. A. Robb J. R. Cheeseman V. G. Zakrzewski J. A. Montgomery R. E. Stratmann J. C. Burant S. Dapprich J. M. Millam A. D. Daniels K. N. Kudin M. C. Strain O. Farkas J. Tomasi V. Barone M. Cossi R. Cammi B. Mennucci C. Pomelli C. Adamo S. Clifford J. Ochterski G. A. Petersson P. Y. Ayala Q. Cui K. Morokuma N. Rega P. Salvador J. J. Dannenberg D. K. Malick A. D. Rabuck K. Raghavachari J. B. Foresman J. Cioslowski J. V. Ortiz A. G. Baboul B. B. Stefanov G. Liu A. Liashenko P. Piskorz I. Komaromi R. Gomperts R. L. Martin D. J. Fox T. Keith M. A. Al\u2010Laham C. Y. Peng A. Nanayakkara M. Challacombe P. M. W. Gill B. Johnson W. Chen M. W. Wong J. L. A. G. H.\u2010G. S. R. A. Pople Gaussian Inc. Pittsburgh PA 2002."},{"key":"e_1_2_6_61_2","unstructured":"\u00a0"},{"key":"e_1_2_6_62_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja963704a"},{"key":"e_1_2_6_63_2","doi-asserted-by":"publisher","DOI":"10.1021\/jp045793g"},{"key":"e_1_2_6_64_2","unstructured":"The adequacy of the level of calculations we selected (b3lyp\/6\u201331g(d)) for calculating the relative energies of the different molecular orbitals was confirmed by comparing this level of calculations with a higher level of calculations (mp2\/6\u201031++g(df pd)) on a model system. The model system consisted of one dimethyl sulfide molecule and two solvent molecules of either dimethyl ether acetonitrile or ethanol. The model system was geometrically optimized by using b3lyp\/6\u201031g(d) and then the energy levels of the lone pair orbitals of the dimethyl sulfide were calculated by using the two different methods. Though the absolute energies were considerably different the two methods reproduced the same orbital energy order DMS\u2013DME>DMS>DMS\u2013MeCN>DMS\u2013EtOH and the relative energy gaps agreed within \u00b10.045 eV."},{"key":"e_1_2_6_65_2","unstructured":"Color versions of Figures 3\u20135 7 and 8 are available in the Supporting Information."}],"container-title":["Chemistry \u2013 A European Journal"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.wiley.com\/onlinelibrary\/tdm\/v1\/articles\/10.1002%2Fchem.200501332","content-type":"unspecified","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/chem.200501332","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,12]],"date-time":"2025-10-12T15:48:52Z","timestamp":1760284132000},"score":1,"resource":{"primary":{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/10.1002\/chem.200501332"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2006,6,6]]},"references-count":65,"journal-issue":{"issue":"18","published-print":{"date-parts":[[2006,6,14]]}},"alternative-id":["10.1002\/chem.200501332"],"URL":"https:\/\/doi.org\/10.1002\/chem.200501332","archive":["Portico"],"relation":{"has-review":[{"id-type":"doi","id":"10.3410\/f.1017961.370831","asserted-by":"object"}]},"ISSN":["0947-6539","1521-3765"],"issn-type":[{"value":"0947-6539","type":"print"},{"value":"1521-3765","type":"electronic"}],"subject":[],"published":{"date-parts":[[2006,6,6]]}}}