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Our theoretical investigations predict that only the<jats:bold>CF<\/jats:bold><jats:sub><jats:bold>2<\/jats:bold><\/jats:sub>intermediate rather than other heavy carbene analogs can be trapped by the<jats:bold>B\/P\u2010Rea<\/jats:bold>FLP\u2010type molecule. Energy decomposition analysis\u2010natural orbitals for chemical valence (EDA\u2010NOCV) analyses indicate that the bonding nature of the<jats:bold>G14F<\/jats:bold><jats:sub><jats:bold>2<\/jats:bold><\/jats:sub>catching reactions by the<jats:bold>B\/P\u2010Rea<\/jats:bold>FLP\u2010type molecule is a donor\u2013acceptor (singlet\u2013singlet) interaction rather than an electron\u2010sharing (triplet\u2013triplet) interaction. Moreover, EDA\u2010NOCV and frontier molecular orbital (FMO) theory findings strongly suggest that the lone pair (LP) (P)\u2009\u2192\u2009vacant p\u2013\u03c0\u2010orbital (<jats:bold>G14F<\/jats:bold><jats:sub><jats:bold>2<\/jats:bold><\/jats:sub>) interaction rather than the empty \u03c3\u2010orbital (B)\u2009\u2190\u2009sp<jats:sup>2<\/jats:sup>\u2010\u03c3\u2010orbital (<jats:bold>G14F<\/jats:bold><jats:sub><jats:bold>2<\/jats:bold><\/jats:sub>) interaction plays a predominant role in establishing its bonding condition during the<jats:bold>G14F<\/jats:bold><jats:sub><jats:bold>2<\/jats:bold><\/jats:sub>trapping reaction with the<jats:bold>B\/P\u2010Rea<\/jats:bold>FLP\u2010associated molecule. Our activation strain model findings reveal that the atomic radius of the G14 element of<jats:bold>G14F<\/jats:bold><jats:sub><jats:bold>2<\/jats:bold><\/jats:sub>plays a key role in determining the activation barrier of the<jats:bold>G14F<\/jats:bold><jats:sub><jats:bold>2<\/jats:bold><\/jats:sub>trapping reactions by the benzene\u2010bridged<jats:bold>B\/P\u2010Rea<\/jats:bold>FLP. The valence bond state correlation diagram (VBSCD) model developed by Shaik is used to rationalize the calculated results. The VBSCD findings demonstrate that in the present trapping reactions, the singlet triplet splitting of<jats:bold>G14F<\/jats:bold><jats:sub><jats:bold>2<\/jats:bold><\/jats:sub>plays a significant role in influencing its reaction barrier and reaction enthalpy. Our theoretical results demonstrate that the relationship between the geometrical parameters of the transition states and the corresponding reaction free energy barriers agrees well with the findings based on the Hammond postulate.<\/jats:p>","DOI":"10.1002\/jcc.26980","type":"journal-article","created":{"date-parts":[[2022,9,5]],"date-time":"2022-09-05T13:34:36Z","timestamp":1662384876000},"page":"1783-1792","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":6,"title":["The reactivity of the trapping reaction of the benzene\u2010bridged boron\/phosphorus\u2010based frustrated Lewis pair with difluorocarbene and its group 14 analogs: A theoretical investigation"],"prefix":"10.1002","volume":"43","author":[{"given":"Zheng\u2010Feng","family":"Zhang","sequence":"first","affiliation":[{"name":"Department of Applied Chemistry National Chiayi University Chiayi Taiwan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-5847-4271","authenticated-orcid":false,"given":"Ming\u2010Der","family":"Su","sequence":"additional","affiliation":[{"name":"Department of Applied Chemistry National Chiayi University Chiayi Taiwan"},{"name":"Department of Medicinal and Applied Chemistry Kaohsiung Medical University Kaohsiung Taiwan"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2022,9,5]]},"reference":[{"key":"e_1_2_8_2_1","doi-asserted-by":"publisher","DOI":"10.1063\/1.449746"},{"key":"e_1_2_8_3_1","doi-asserted-by":"publisher","DOI":"10.1021\/jp0568069"},{"key":"e_1_2_8_4_1","doi-asserted-by":"publisher","DOI":"10.1016\/0009-2614(78)87037-7"},{"key":"e_1_2_8_5_1","doi-asserted-by":"publisher","DOI":"10.1063\/1.445713"},{"key":"e_1_2_8_6_1","doi-asserted-by":"publisher","DOI":"10.1021\/jp408363s"},{"key":"e_1_2_8_7_1","doi-asserted-by":"publisher","DOI":"10.1021\/jp501577k"},{"key":"e_1_2_8_8_1","doi-asserted-by":"publisher","DOI":"10.1021\/jp501569a"},{"key":"e_1_2_8_9_1","doi-asserted-by":"publisher","DOI":"10.1039\/C6CP03010F"},{"key":"e_1_2_8_10_1","doi-asserted-by":"publisher","DOI":"10.1021\/j100859a039"},{"key":"e_1_2_8_11_1","doi-asserted-by":"publisher","DOI":"10.1002\/bbpc.19780820711"},{"key":"e_1_2_8_12_1","doi-asserted-by":"publisher","DOI":"10.1002\/352760393X"},{"key":"e_1_2_8_13_1","volume-title":"Fluorinated Polymers","author":"Ameduri B.","year":"2016"},{"key":"e_1_2_8_14_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.accounts.8b00079"},{"key":"e_1_2_8_15_1","doi-asserted-by":"publisher","DOI":"10.1055\/s-0033-1340856"},{"key":"e_1_2_8_16_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr010023b"},{"key":"e_1_2_8_17_1","doi-asserted-by":"publisher","DOI":"10.1006\/jmsp.1993.1077"},{"key":"e_1_2_8_18_1","doi-asserted-by":"publisher","DOI":"10.1021\/j100856a025"},{"key":"e_1_2_8_19_1","doi-asserted-by":"publisher","DOI":"10.1016\/0022-2852(73)90213-0"},{"key":"e_1_2_8_20_1","doi-asserted-by":"publisher","DOI":"10.1146\/annurev.pc.21.100170.002355"},{"key":"e_1_2_8_21_1","doi-asserted-by":"publisher","DOI":"10.1063\/1.335232"},{"key":"e_1_2_8_22_1","first-page":"1","volume-title":"Thermodynamic Properties of Individual Substances","author":"Gurvich L. 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