Please use this identifier to cite or link to this item: https://hdl.handle.net/10356/139442
Title: Diverse bonding activations in the reactivity of a pentaphenylborole toward sodium phosphaethynolate : heterocycle synthesis and mechanistic studies
Authors: Li, Yan
Siwatch, Rahul Kumar
Mondal, Totan
Li, Yongxin
Ganguly, Rakesh
Koley, Debasis
So, Cheuk-Wai
Keywords: Science::Chemistry
Issue Date: 2017
Source: Li, Y., Siwatch, R. K., Mondal, T., Li, Y., Ganguly, R., Koley, D., & So, C.-W. (2017). Diverse bonding activations in the reactivity of a pentaphenylborole toward sodium phosphaethynolate : heterocycle synthesis and mechanistic studies. Inorganic chemistry, 56(7), 4112–4120. doi:10.1021/acs.inorgchem.7b00128
Journal: Inorganic chemistry
Abstract: The reaction of the pentaphenylborole [(PhC)4BPh] (1) with sodium phosphaethynolate·1,4-dioxane (NaOCP(1,4-dioxane)1.7) afforded the novel sodium salt of phosphaboraheterocycle 2. It comprises anionic fused tetracyclic P/B-heterocycles that arise from multiple bond activation between the borole backbone and [OCP]-anion. Density functional theory calculations indicate that the [OCP]- anion prefers the form of phosphaethynolate -O-C≡P over phosphaketenide O═C═P- to interact with two molecules of 1, along with various B-C, C-P, and C-C bond activations to form 2. The calculations were verified by experimental studies: (i) the reaction of 1 with NaOCP(1,4-dioxane)1.7 and a Lewis base such as the N-heterocyclic carbene IAr [:C{N(Ar)CH}2] (Ar = 2,6-iPr2C6H3) and amidinato amidosilylene [{PhC(NtBu)2}(Me2N)Si:] afforded the Lewis base-pentaphenylborole adducts [(PhC)4B(Ph)(LB)] (LB = IAr (3), :Si(NMe2){(NtBu)2CPh} (4)), respectively; (ii) the reaction of 1 with the carbodiimide ArN═C═NAr afforded the seven-membered B/N heterocycle [B(Ph) (CPh)4C(═NAr)N(Ar)] (5). Compounds 2-5 were fully characterized by NMR spectroscopy and X-ray crystallography.
URI: https://hdl.handle.net/10356/139442
ISSN: 0020-1669
DOI: 10.1021/acs.inorgchem.7b00128
Rights: This document is the Accepted Manuscript version of a Published Work that appeared in final form in Inorganic chemistry, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acs.inorgchem.7b00128
Fulltext Permission: open
Fulltext Availability: With Fulltext
Appears in Collections:SPMS Journal Articles

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