{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"omics_type":["Unknown"],"volume":["9(22)"],"submitter":["Zhang SL"],"pubmed_abstract":["This study theoretically determines the effect of substituents on the stability of the triple-bonded L-E<sub>13</sub>[triple bond, length as m-dash]N-L (E<sub>13</sub> = B, Al, Ga, In, and Tl) compound using the M06-2X/Def2-TZVP, B3PW91/Def2-TZVP, and B3LYP/LANL2DZ+dp levels of theory. Five small substituents (F, OH, H, CH<sub>3</sub> and SiH<sub>3</sub>) and four large substituents (SiMe(Si<i>t</i>Bu<sub>3</sub>)<sub>2</sub>, Si<i>i</i>PrDis<sub>2</sub>, Tbt ([double bond, length as m-dash] C<sub>6</sub>H<sub>2</sub>-2,4,6-{CH(SiMe<sub>3</sub>)<sub>2</sub>}<sub>3</sub>) and Ar* ([double bond, length as m-dash]C<sub>6</sub>H<sub>3</sub>-2,6-(C<sub>6</sub>H<sub>2</sub>-2,4,6-i-Pr<sub>3</sub>)<sub>2</sub>)) are used. Unlike other triply bonded L-E<sub>13</sub>[triple bond, length as m-dash]P-L, L-E<sub>13</sub>[triple bond, length as m-dash]As-L, L-E<sub>13</sub>[triple bond, length as m-dash]Sb-L and L-E<sub>13</sub>[triple bond, length as m-dash]Bi-L molecules that have been studied, the theoretical findings for this study show that both small (but electropositive) ligands and bulky substituents can effectively stabilize the central E<sub>13</sub>[triple bond, length as m-dash]N triple bond. Nevertheless, these theoretical observations using the natural bond orbital and the natural resonance theory show that the central E<sub>13</sub>[triple bond, length as m-dash]N triple bond in these acetylene analogues must be weak, since these E<sub>13</sub>[triple bond, length as m-dash]N compounds with various ligands do not have a real triple bond."],"journal":["RSC advances"],"pagination":["12195-12208"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC9063501"],"repository":["biostudies-literature"],"pubmed_title":["A computational study to determine whether substituents make E<sub>13</sub>[triple bond, length as m-dash]nitrogen (E<sub>13</sub> = B, Al, Ga, In, and Tl) triple bonds synthetically accessible."],"pmcid":["PMC9063501"],"pubmed_authors":["Su MD","Zhang SL","Yang MC"],"additional_accession":[]},"is_claimable":false,"name":"A computational study to determine whether substituents make E<sub>13</sub>[triple bond, length as m-dash]nitrogen (E<sub>13</sub> = B, Al, Ga, In, and Tl) triple bonds synthetically accessible.","description":"This study theoretically determines the effect of substituents on the stability of the triple-bonded L-E<sub>13</sub>[triple bond, length as m-dash]N-L (E<sub>13</sub> = B, Al, Ga, In, and Tl) compound using the M06-2X/Def2-TZVP, B3PW91/Def2-TZVP, and B3LYP/LANL2DZ+dp levels of theory. Five small substituents (F, OH, H, CH<sub>3</sub> and SiH<sub>3</sub>) and four large substituents (SiMe(Si<i>t</i>Bu<sub>3</sub>)<sub>2</sub>, Si<i>i</i>PrDis<sub>2</sub>, Tbt ([double bond, length as m-dash] C<sub>6</sub>H<sub>2</sub>-2,4,6-{CH(SiMe<sub>3</sub>)<sub>2</sub>}<sub>3</sub>) and Ar* ([double bond, length as m-dash]C<sub>6</sub>H<sub>3</sub>-2,6-(C<sub>6</sub>H<sub>2</sub>-2,4,6-i-Pr<sub>3</sub>)<sub>2</sub>)) are used. Unlike other triply bonded L-E<sub>13</sub>[triple bond, length as m-dash]P-L, L-E<sub>13</sub>[triple bond, length as m-dash]As-L, L-E<sub>13</sub>[triple bond, length as m-dash]Sb-L and L-E<sub>13</sub>[triple bond, length as m-dash]Bi-L molecules that have been studied, the theoretical findings for this study show that both small (but electropositive) ligands and bulky substituents can effectively stabilize the central E<sub>13</sub>[triple bond, length as m-dash]N triple bond. Nevertheless, these theoretical observations using the natural bond orbital and the natural resonance theory show that the central E<sub>13</sub>[triple bond, length as m-dash]N triple bond in these acetylene analogues must be weak, since these E<sub>13</sub>[triple bond, length as m-dash]N compounds with various ligands do not have a real triple bond.","dates":{"release":"2019-01-01T00:00:00Z","publication":"2019 Apr","modification":"2025-04-04T20:50:57.902Z","creation":"2025-04-04T20:50:57.902Z"},"accession":"S-EPMC9063501","cross_references":{"pubmed":["35515843"],"doi":["10.1039/c9ra00318e"]}}