Intramolecular C-N bond activation by a geometrically constrained PIII-centre

Deependra Bawari; Solomon Volodarsky; Yael Ginzburg; Kuldeep Jaiswal; Pooja Joshi; Roman Dobrovetsky

doi:10.1039/d2cc04359a

Intramolecular C-N bond activation by a geometrically constrained P^III-centre

Deependra Bawari, Solomon Volodarsky, Yael Ginzburg, Kuldeep Jaiswal, Pooja Joshi, Roman Dobrovetsky

Tel Aviv University

Research output: Contribution to journal › Article › peer-review

Abstract

In this work the first examples of C-N bond activation by insertion into a geometrically constrained P^III-centre are shown. The mechanisms of these activation processes leading to new P^V species were studied both experimentally and computationally. Interestingly, in the case of insertion of the P^III-centre into an N-C(O)H bond, an unstable phosphoranyl-formaldehyde intermediate is probably formed, which undergoes decarbonylation in the presence of a catalytic amount of HCl producing a hydrophosphorane.

Original language	English
Pages (from-to)	12176-12179
Number of pages	4
Journal	Chemical Communications
Volume	58
Issue number	87
DOIs	https://doi.org/10.1039/d2cc04359a
State	Published - 5 Oct 2022

All Science Journal Classification (ASJC) codes

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
General Chemistry
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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10.1039/d2cc04359a

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abstract = "In this work the first examples of C-N bond activation by insertion into a geometrically constrained PIII-centre are shown. The mechanisms of these activation processes leading to new PV species were studied both experimentally and computationally. Interestingly, in the case of insertion of the PIII-centre into an N-C(O)H bond, an unstable phosphoranyl-formaldehyde intermediate is probably formed, which undergoes decarbonylation in the presence of a catalytic amount of HCl producing a hydrophosphorane.",

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T1 - Intramolecular C-N bond activation by a geometrically constrained PIII-centre

AU - Bawari, Deependra

AU - Volodarsky, Solomon

AU - Ginzburg, Yael

AU - Jaiswal, Kuldeep

AU - Joshi, Pooja

AU - Dobrovetsky, Roman

PY - 2022/10/5

Y1 - 2022/10/5

N2 - In this work the first examples of C-N bond activation by insertion into a geometrically constrained PIII-centre are shown. The mechanisms of these activation processes leading to new PV species were studied both experimentally and computationally. Interestingly, in the case of insertion of the PIII-centre into an N-C(O)H bond, an unstable phosphoranyl-formaldehyde intermediate is probably formed, which undergoes decarbonylation in the presence of a catalytic amount of HCl producing a hydrophosphorane.

AB - In this work the first examples of C-N bond activation by insertion into a geometrically constrained PIII-centre are shown. The mechanisms of these activation processes leading to new PV species were studied both experimentally and computationally. Interestingly, in the case of insertion of the PIII-centre into an N-C(O)H bond, an unstable phosphoranyl-formaldehyde intermediate is probably formed, which undergoes decarbonylation in the presence of a catalytic amount of HCl producing a hydrophosphorane.

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U2 - 10.1039/d2cc04359a

DO - 10.1039/d2cc04359a

M3 - مقالة

C2 - 36226583

SN - 1359-7345

VL - 58

SP - 12176

EP - 12179

JO - Chemical Communications

JF - Chemical Communications

IS - 87

ER -

Intramolecular C-N bond activation by a geometrically constrained P^III-centre

Abstract

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