Douglas W. Stephan
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View article: CCDC 921604: Experimental Crystal Structure Determination
CCDC 921604: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: Reactions of R<sub>3</sub>PNNPR<sub>3</sub> Species with Boranes: Classical Adducts, FLPs, and Radical Cations
Reactions of R<sub>3</sub>PNNPR<sub>3</sub> Species with Boranes: Classical Adducts, FLPs, and Radical Cations Open
Although the nature of bis ‐phosphazine species is of much interest, there are few reports of their reactivity. Herein, we show that the bis ‐phosphazine species Ph 3 PNNPPh 3 1 react with Lewis acids to give the Lewis acid adducts Ph 3 PN…
View article: Reactions of R<sub>3</sub>PNNPR<sub>3</sub> Species with Boranes: Classical Adducts, FLPs, and Radical Cations
Reactions of R<sub>3</sub>PNNPR<sub>3</sub> Species with Boranes: Classical Adducts, FLPs, and Radical Cations Open
Although the nature of bis ‐phosphazine species is of much interest, there are few reports of their reactivity. Herein, we show that the bis ‐phosphazine species Ph 3 PNNPPh 3 1 react with Lewis acids to give the Lewis acid adducts Ph 3 PN…
View article: Frustrated Lewis pairs reactivity across the periodic table: The 2024 Catalysis Award Lecture
Frustrated Lewis pairs reactivity across the periodic table: The 2024 Catalysis Award Lecture Open
This article presents an overview of some of our developments of the chemistry of “frustrated Lewis pairs” (FLPs). We begin with a brief outline of the foundations of this discovery and applications of FLPs in hydrogenations. Recent advanc…
View article: C(sp<sup>3</sup>)–H functionalization of <i>N</i>-protected dialkylpyrrole derivatives with azodicarboxylates
C(sp<sup>3</sup>)–H functionalization of <i>N</i>-protected dialkylpyrrole derivatives with azodicarboxylates Open
HB(C 6 F 5 ) 2 catalyzes C(sp 3 )–H functionalization of N -protected dialkylpyrroles using diazodicarboxylates. Computations reveal that the Lewis acid adduct generates a Lewis acidic N -atom which effects hydride abstraction from the C–H…
View article: FLP-CO<sub>2</sub> adducts: convenient sources of frustrated Lewis pairs for stoichiometric and catalytic chemistry
FLP-CO<sub>2</sub> adducts: convenient sources of frustrated Lewis pairs for stoichiometric and catalytic chemistry Open
[ t Bu 3 PCO 2 B(C 6 F 5 ) 3 ] 1 and [TMPH][C 5 H 6 Me 4 NCO 2 B(C 6 F 5 ) 3 ] 7 act as FLP precursors and react with H 2 , disulfides, alkynes, silanes and phenols. While 7 is a FLP catalyst precursor for the hydrogenation and hydrosilyla…
View article: Group 13 Lewis acid-mediated formation of 5-oxazolone derivatives from <i>tert</i>-butyl isocyanoacetate
Group 13 Lewis acid-mediated formation of 5-oxazolone derivatives from <i>tert</i>-butyl isocyanoacetate Open
tert -Butyl isocyanoacetate reacts with B(C 6 F 5 ) 3 to give a Lewis acid–base adduct, while indium and gallium halides induce cyclization to give 2- t Bu-5(4 H )- and 2-H-5(4 H )-oxazolone adducts, respectively. A proposed reaction mecha…
View article: A reflection on frustrated Lewis pairs 20 years on: the gift that keeps on giving
A reflection on frustrated Lewis pairs 20 years on: the gift that keeps on giving Open
In celebration of our 15th anniversary and some of our most popular articles, Douglas W. Stephan and Rebecca L. Melen reflect on the area of frustrated Lewis pairs, building on the paper published in Chemical Science (D. W. Stephan et al. …
View article: Fluorination/Dearomatization of C<sub>6</sub>F<sub>5</sub> Groups: An FLP Route to an Electrophilic Borane and Non‐Coordinating Anions
Fluorination/Dearomatization of C<sub>6</sub>F<sub>5</sub> Groups: An FLP Route to an Electrophilic Borane and Non‐Coordinating Anions Open
B(C 6 F 5 ) 3 and the corresponding anion [B(C 6 F 5 ) 4 ] − are ubiquitous in main group and transition metal chemistry. Known derivatives are generally limited to the incorporation of electron donating substituents. Herein we describe el…
View article: Synthesis and Reactivity of the [NCCCO] <sup>−</sup> Cyanoketenate Anion
Synthesis and Reactivity of the [NCCCO] <sup>−</sup> Cyanoketenate Anion Open
Cyanoketene is a fundamental molecule that is actively being searched for in the interstellar medium. Its deprotonated form (cyanoketenate) is a heterocumulene that is isoelectronic to carbon suboxide whose structure has been the subject o…
View article: Synthesis and Reactivity of the [NCCCO]<sup>−</sup> Cyanoketenate Anion
Synthesis and Reactivity of the [NCCCO]<sup>−</sup> Cyanoketenate Anion Open
Cyanoketene is a fundamental molecule that is actively being searched for in the interstellar medium. Its deprotonated form (cyanoketenate) is a heterocumulene that is isoelectronic to carbon suboxide whose structure has been the subject o…
View article: Synthesis and Reactivity of the [NCCCO]– Cyanoketenate Anion
Synthesis and Reactivity of the [NCCCO]– Cyanoketenate Anion Open
Cyanoketene is a fundamental molecule that is actively being searched for in the interstellar medium. Its deprotonated form (cyanoketenate) is a heterocumulene that is isoelectronic to carbon suboxide whose structure has been the subject o…
View article: CCDC 2303920: Experimental Crystal Structure Determination
CCDC 2303920: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: CCDC 2303922: Experimental Crystal Structure Determination
CCDC 2303922: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: CCDC 2298431: Experimental Crystal Structure Determination
CCDC 2298431: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: CCDC 2303921: Experimental Crystal Structure Determination
CCDC 2303921: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: Correction: A chelated borinium cation
Correction: A chelated borinium cation Open
Correction for ‘A chelated borinium cation’ by Christopher Major et al. , Dalton Trans. , 2024, 53 , 10075–10078, https://doi.org/10.1039/D4DT01242A.
View article: CCDC 2296586: Experimental Crystal Structure Determination
CCDC 2296586: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: CCDC 2294596: Experimental Crystal Structure Determination
CCDC 2294596: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: CCDC 2296595: Experimental Crystal Structure Determination
CCDC 2296595: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: CCDC 2296587: Experimental Crystal Structure Determination
CCDC 2296587: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: CCDC 2294592: Experimental Crystal Structure Determination
CCDC 2294592: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: CCDC 2296590: Experimental Crystal Structure Determination
CCDC 2296590: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: CCDC 2294597: Experimental Crystal Structure Determination
CCDC 2294597: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: CCDC 2296592: Experimental Crystal Structure Determination
CCDC 2296592: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: CCDC 2294599: Experimental Crystal Structure Determination
CCDC 2294599: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: CCDC 2296591: Experimental Crystal Structure Determination
CCDC 2296591: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: CCDC 2296588: Experimental Crystal Structure Determination
CCDC 2296588: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: CCDC 2296594: Experimental Crystal Structure Determination
CCDC 2296594: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: CCDC 2296589: Experimental Crystal Structure Determination
CCDC 2296589: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …