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Dewar Metallabenzenes from Reactions of Metallacyclobutadienes with Alkynes.
Wei W, Xu X, Sung HHY, Williams ID, Lin Z, Jia G. Wei W, et al. Angew Chem Int Ed Engl. 2022 Jul 4;61(27):e202202886. doi: 10.1002/anie.202202886. Epub 2022 May 5. Angew Chem Int Ed Engl. 2022. PMID: 35441416
Dewar benzenes, the metastable valence isomers of benzenes, have been extensively studied both experimentally and theoretically. In contrast, little is known about Dewar metallabenzenes having a transition metal in the skeletal framework, despite the r …
Dewar benzenes, the metastable valence isomers of benzenes, have been extensively studied both experimentally and theor …
Polymer Valence Isomerism: Poly(Dewar- o-xylylene)s.
Zhu R, Swager TM. Zhu R, et al. J Am Chem Soc. 2018 Apr 18;140(15):5211-5216. doi: 10.1021/jacs.8b01106. Epub 2018 Apr 9. J Am Chem Soc. 2018. PMID: 29629774
In this report, we demonstrate a valence isomer strategy that leads to the formation of high molecular weight POX via an intermediate polymer of a unique structure, namely poly(Dewar- o-xylylene) (PDOX). We show that the free radical polymerization of highly strained De …
In this report, we demonstrate a valence isomer strategy that leads to the formation of high molecular weight POX via an intermediate polyme …
Inorganic Benzene Valence Isomers.
Ota K, Kinjo R. Ota K, et al. Chem Asian J. 2020 Sep 1;15(17):2558-2574. doi: 10.1002/asia.202000535. Epub 2020 Jul 28. Chem Asian J. 2020. PMID: 33448677 Review.
Three benzene valence isomers (CR)(6), namely, prismane, Dewar benzene, and benzvalene, have also been synthesized to date. ...Experimentally, more than 30 examples of inorganic benzene and its valence isomers have been developed and characterized so f …
Three benzene valence isomers (CR)(6), namely, prismane, Dewar benzene, and benzvalene, have also been synthesized to d …
Quantum chain amplification in nanocrystalline Dewar benzenes by intramolecular sensitization.
Rivera E, Paul I, Fajardo J Jr, Garcia-Garibay MA. Rivera E, et al. Chem Sci. 2023 Apr 25;14(21):5802-5810. doi: 10.1039/d3sc01074k. eCollection 2023 May 31. Chem Sci. 2023. PMID: 37265720 Free PMC article.
Quantum chain reactions are characterized by the formation of several photoproducts per photon absorbed (phi(QC) > 1) and constitute a promising signal amplification mechanism. The triplet-sensitized isomerization of Dewar benzene is known to undergo quantum chai …
Quantum chain reactions are characterized by the formation of several photoproducts per photon absorbed (phi(QC) > 1) and constitute a pr …
A Crystalline B(4)N(2) Dewar Benzene as a Building Block for Conjugated B,N-Chains.
Ota K, Kinjo R. Ota K, et al. J Am Chem Soc. 2021 Jul 28;143(29):11152-11159. doi: 10.1021/jacs.1c04860. Epub 2021 Jul 15. J Am Chem Soc. 2021. PMID: 34264664
Dewar benzene, one of the isolable valence isomers of C(6)H(6), has been extensively studied since its first synthesis in 1962. ...Among them, the extant B,N-Dewar benzenes are limited to the B(3)N(3) system. Herein, we report the development of the fi …
Dewar benzene, one of the isolable valence isomers of C(6)H(6), has been extensively studied since its first synthesis in 1962 …
Dewar Benzenoids Discovered In Carbon Nanobelts.
Hanson-Heine MWD, Rogers DM, Woodward S, Hirst JD. Hanson-Heine MWD, et al. J Phys Chem Lett. 2020 May 21;11(10):3769-3772. doi: 10.1021/acs.jpclett.0c01027. Epub 2020 Apr 30. J Phys Chem Lett. 2020. PMID: 32320248
These molecules represent the last unsynthesized building block of carbon nanotubes and may be useful both as seed molecules for the preparation of structurally well-defined carbon nanotubes and for understanding the behavior and formation of zigzag nanotubes more broadly. Here w …
These molecules represent the last unsynthesized building block of carbon nanotubes and may be useful both as seed molecules for the prepara …
Ring-Opening Metathesis Polymerization of the Dewar Isomer of 1,2-Azaborinine, a B-N Isostere of Benzene.
Lin H, Yang X, Liu SY, Jäkle F. Lin H, et al. ACS Macro Lett. 2024 Jan 16;13(1):21-27. doi: 10.1021/acsmacrolett.3c00601. Epub 2023 Dec 14. ACS Macro Lett. 2024. PMID: 38095183
The successful polymerization of the Dewar isomer of an azaborinine heterocycle is reported. Controlled ring-opening metathesis polymerization was accomplished with Grubbs and Hoveya-Grubbs second generation catalysts (G2, HG2), as well as a Z-selective Ru catalyst (HGM200 …
The successful polymerization of the Dewar isomer of an azaborinine heterocycle is reported. Controlled ring-opening metathesis polym …
The elusive cyclotriphosphazene molecule and its Dewar benzene-type valence isomer (P(3)N(3)).
Zhu C, Eckhardt AK, Bergantini A, Singh SK, Schreiner PR, Kaiser RI. Zhu C, et al. Sci Adv. 2020 Jul 22;6(30):eaba6934. doi: 10.1126/sciadv.aba6934. eCollection 2020 Jul. Sci Adv. 2020. PMID: 32832667 Free PMC article.
Here, we report a facile, versatile pathway producing cyclotriphosphazene and its Dewar benzene-type isomer (P(3)N(3), 5) in ammonia-phosphine ices at 5 K exposed to ionizing radiation. ...Our findings provide a fundamental framework to explore the preparation of in …
Here, we report a facile, versatile pathway producing cyclotriphosphazene and its Dewar benzene-type isomer (P(3)N(3), 5) in a …
Photochemical formation of the elusive Dewar isomers of aromatic systems: why are substituted azaborines different?
Arpa EM, Stafström S, Durbeej B. Arpa EM, et al. Phys Chem Chem Phys. 2024 Apr 17;26(15):11295-11305. doi: 10.1039/d4cp00777h. Phys Chem Chem Phys. 2024. PMID: 38529645
One recently discovered reaction in this realm is that where derivatives of 1,2-azaborine, a compound isoelectronic with benzene in which two adjacent C atoms are replaced by B and N atoms, form the non-hexagon Dewar isomer. Here, we report quantum-chemical calculat …
One recently discovered reaction in this realm is that where derivatives of 1,2-azaborine, a compound isoelectronic with benzene in w …
Reversible Isomerizations between 1,4-Digermabenzenes and 1,4-Digerma-Dewar-benzenes: Air-Stable Activators for Small Molecules.
Sugahara T, Guo JD, Hashizume D, Sasamori T, Tokitoh N. Sugahara T, et al. J Am Chem Soc. 2019 Feb 13;141(6):2263-2267. doi: 10.1021/jacs.9b00129. Epub 2019 Feb 4. J Am Chem Soc. 2019. PMID: 30704238
These species photochemically isomerize into the corresponding air-stable digerma-Dewar-benzenes. More importantly, alkyl-substituted Dewar-type-1,4-digermabenzenes can be considered as reversible "air-stable activators" for small molecules such as dihydrogen …
These species photochemically isomerize into the corresponding air-stable digerma-Dewar-benzenes. More importantly, alkyl-subs …
57 results