{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,10]],"date-time":"2026-09-10T22:23:57Z","timestamp":1789079037511,"version":"build-2803163510"},"reference-count":41,"publisher":"Wiley","issue":"6","license":[{"start":{"date-parts":[[2018,2,15]],"date-time":"2018-02-15T00:00:00Z","timestamp":1518652800000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":["scijournals.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Pest Management Science"],"published-print":{"date-parts":[[2018,6]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>The pyridine ring, substituted by a trifluoromethyl substituent has been successfully incorporated into molecules with useful biological properties. During the period 1990 to September 2017, 14 crop protection products bearing a trifluoromethyl pyridine have been commercialized or proposed for an ISO common name, covering fungicides, herbicides, insecticides and nematicides. Chemical processes have been developed to provide trifluoromethyl pyridine intermediates, from non\u2010fluorinated pyridine starting materials, at scale and with affordable costs of goods. These attractive starting materials were readily adopted by research chemists, and elaborated through simple chemical modifications into new active ingredients. In a second approach, substituted trifluoromethyl pyridine rings have been constructed from acyclic, trifluoromethyl starting materials, which again has served to identify new active ingredients. Molecular matched pair analysis reveals subtle, yet important differences in physicochemical and agronomic properties of trifluoromethyl pyridines compared with the phenyl analogues. This review focuses on the past 27 years, seeking to identify reasons behind the success of such research programmes, and inspire the search for new crop protection chemicals containing the trifluoromethyl pyridine ring. \u00a9 2017 Society of Chemical Industry<\/jats:p>","DOI":"10.1002\/ps.4806","type":"journal-article","created":{"date-parts":[[2017,11,29]],"date-time":"2017-11-29T11:21:11Z","timestamp":1511954471000},"page":"1228-1238","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":67,"title":["The importance of trifluoromethyl pyridines in crop protection"],"prefix":"10.1002","volume":"74","author":[{"given":"Adam","family":"Burriss","sequence":"first","affiliation":[{"name":"Syngenta Jealott's Hill International Research Centre  Jealott's Hill UK"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Andrew JF","family":"Edmunds","sequence":"additional","affiliation":[{"name":"Syngenta Crop Protection AG  Stein Switzerland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Daniel","family":"Emery","sequence":"additional","affiliation":[{"name":"Syngenta Crop Protection AG  Stein Switzerland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7568-5716","authenticated-orcid":false,"given":"Roger G","family":"Hall","sequence":"additional","affiliation":[{"name":"Syngenta Crop Protection AG  Stein Switzerland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Olivier","family":"Jacob","sequence":"additional","affiliation":[{"name":"Syngenta Crop Protection AG  Stein Switzerland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"J\u00fcrgen","family":"Schaetzer","sequence":"additional","affiliation":[{"name":"Syngenta Crop Protection AG  Stein Switzerland"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2018,2,15]]},"reference":[{"key":"e_1_2_8_2_1","doi-asserted-by":"publisher","DOI":"10.2533\/000942904777678091"},{"key":"e_1_2_8_3_1","doi-asserted-by":"publisher","DOI":"10.1016\/S1872-0358(06)02004-5"},{"key":"e_1_2_8_4_1","doi-asserted-by":"publisher","DOI":"10.1002\/ps.1829"},{"key":"e_1_2_8_5_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmc.2015.09.031"},{"key":"e_1_2_8_6_1","doi-asserted-by":"publisher","DOI":"10.5059\/yukigoseikyokaishi.67.992"},{"key":"e_1_2_8_7_1","doi-asserted-by":"publisher","DOI":"10.1021\/ie50447a633"},{"key":"e_1_2_8_8_1","unstructured":"NishiyamaR FujikawaK YokomichiI TsujiiYandNishimuraS UK Patent Application GB2045761 (1980)."},{"key":"e_1_2_8_9_1","unstructured":"NishiyamaR TakatsukiJP FujikawaK YokomichiI TsujiiYandMoriyamaS German Patent Application DE3209742 (1982)."},{"key":"e_1_2_8_10_1","unstructured":"GamlenPH UK Patent Application GB2089801 (1981)."},{"key":"e_1_2_8_11_1","unstructured":"FujikawaK TsujiiY ShigeharaI IsogaiT YoshizawaHandMiyajiM European Patent Application EP0078410 (1983)."},{"key":"e_1_2_8_12_1","unstructured":"OguriS PCT International Application WO2011078296 (2011)."},{"key":"e_1_2_8_13_1","doi-asserted-by":"publisher","DOI":"10.1021\/bk-1991-0443.ch009"},{"key":"e_1_2_8_14_1","unstructured":"JiyunS ItsutsuneS KiminoriH YasuoK ShimizuOandMasanoriH Japanese Patent Application JP58072566 (1983)."},{"key":"e_1_2_8_15_1","unstructured":"BoegerM European Patent Application EP79311 (1983)."},{"key":"e_1_2_8_16_1","unstructured":"MoloneyBA HardyDandSaville\u2010StonesEA PCT International Application WO9942447 (1999)."},{"key":"e_1_2_8_17_1","unstructured":"DannN RiordanPD AminMRandMellorM PCT International Application WO2002016322 (2002)."},{"key":"e_1_2_8_18_1","unstructured":"MansfieldDJ CookeT ThomasPS VorsJ\u2010P CoqueronP\u2010Y BriggsGGandLachaiseH European Patent Application EP1389614 (2004)."},{"key":"e_1_2_8_19_1","unstructured":"MansfieldDJ CookeT ThomasPS VorsJ\u2010P CoqueronP\u2010Y BriggsGGet al. 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