Reactivity of cyrhetrenylphosphines: Synthesis and characterization of oxides, boranes and selenides

Diego Sierra; Johana Gomez; Vania Artigas; Mauricio Fuentealba; Andrés Muñoz; A. Hugo Klahn

doi:10.1016/j.inoche.2017.01.017

Reactivity of cyrhetrenylphosphines: Synthesis and characterization of oxides, boranes and selenides

Diego Sierra, Johana Gomez, Vania Artigas, Mauricio Fuentealba, Andrés Muñoz, A. Hugo Klahn

INSTITUTE OF CHEMISTRY

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

3 Scopus citations

Abstract

Reaction of cyrhetrenylphosphines, of general formula (η⁵-C₅H₄PR₂)Re(CO)₂L (R = Ph, L = CO (1); R = Cy; L = CO (2); R = Ph, L = PMe₃ (3) and R = Ph, L = P(OMe)₃ (4)), with H₂O₂, BH₃·THF or selenium gives the respective cyrhetrenylphosphine oxides, boranes and selenides. These species were characterized by standard spectroscopic techniques (FT-IR, ¹H and ³¹PNMR). Based on the ³¹P[sbnd]⁷⁷Se coupling constant (¹J_P-Se) of the phosphine-selenides, we established the following order of basicity of the parent cyrhetrenylphosphine 2 > 3 > 4 > 1. We also confirmed the opposite electronic effects of the cyrhetrenyl and ferrocenyl groups attached to a –PR₂ unit. Finally, phosphine selenides 2c and 4c were structurally characterized by X-ray diffraction.

Original language	English
Pages (from-to)	114-117
Number of pages	4
Journal	Inorganic Chemistry Communications
Volume	76
DOIs	https://doi.org/10.1016/j.inoche.2017.01.017
State	Published - 1 Feb 2017

Keywords

Basicity
Cyrhetrenylphosphines
Phosphine oxides
Phosphine selenides
Phosphine-boranes

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10.1016/j.inoche.2017.01.017

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title = "Reactivity of cyrhetrenylphosphines: Synthesis and characterization of oxides, boranes and selenides",

abstract = "Reaction of cyrhetrenylphosphines, of general formula (η5-C5H4PR2)Re(CO)2L (R = Ph, L = CO (1); R = Cy; L = CO (2); R = Ph, L = PMe3 (3) and R = Ph, L = P(OMe)3 (4)), with H2O2, BH3·THF or selenium gives the respective cyrhetrenylphosphine oxides, boranes and selenides. These species were characterized by standard spectroscopic techniques (FT-IR, 1H and 31PNMR). Based on the 31P[sbnd]77Se coupling constant (1JP-Se) of the phosphine-selenides, we established the following order of basicity of the parent cyrhetrenylphosphine 2 > 3 > 4 > 1. We also confirmed the opposite electronic effects of the cyrhetrenyl and ferrocenyl groups attached to a –PR2 unit. Finally, phosphine selenides 2c and 4c were structurally characterized by X-ray diffraction.",

keywords = "Basicity, Cyrhetrenylphosphines, Phosphine oxides, Phosphine selenides, Phosphine-boranes",

author = "Diego Sierra and Johana Gomez and Vania Artigas and Mauricio Fuentealba and Andr{\'e}s Mu{\~n}oz and {Hugo Klahn}, A.",

note = "Publisher Copyright: {\textcopyright} 2017 Elsevier B.V.",

year = "2017",

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doi = "10.1016/j.inoche.2017.01.017",

language = "English",

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T1 - Reactivity of cyrhetrenylphosphines

T2 - Synthesis and characterization of oxides, boranes and selenides

AU - Sierra, Diego

AU - Gomez, Johana

AU - Artigas, Vania

AU - Fuentealba, Mauricio

AU - Muñoz, Andrés

AU - Hugo Klahn, A.

PY - 2017/2/1

Y1 - 2017/2/1

N2 - Reaction of cyrhetrenylphosphines, of general formula (η5-C5H4PR2)Re(CO)2L (R = Ph, L = CO (1); R = Cy; L = CO (2); R = Ph, L = PMe3 (3) and R = Ph, L = P(OMe)3 (4)), with H2O2, BH3·THF or selenium gives the respective cyrhetrenylphosphine oxides, boranes and selenides. These species were characterized by standard spectroscopic techniques (FT-IR, 1H and 31PNMR). Based on the 31P[sbnd]77Se coupling constant (1JP-Se) of the phosphine-selenides, we established the following order of basicity of the parent cyrhetrenylphosphine 2 > 3 > 4 > 1. We also confirmed the opposite electronic effects of the cyrhetrenyl and ferrocenyl groups attached to a –PR2 unit. Finally, phosphine selenides 2c and 4c were structurally characterized by X-ray diffraction.

AB - Reaction of cyrhetrenylphosphines, of general formula (η5-C5H4PR2)Re(CO)2L (R = Ph, L = CO (1); R = Cy; L = CO (2); R = Ph, L = PMe3 (3) and R = Ph, L = P(OMe)3 (4)), with H2O2, BH3·THF or selenium gives the respective cyrhetrenylphosphine oxides, boranes and selenides. These species were characterized by standard spectroscopic techniques (FT-IR, 1H and 31PNMR). Based on the 31P[sbnd]77Se coupling constant (1JP-Se) of the phosphine-selenides, we established the following order of basicity of the parent cyrhetrenylphosphine 2 > 3 > 4 > 1. We also confirmed the opposite electronic effects of the cyrhetrenyl and ferrocenyl groups attached to a –PR2 unit. Finally, phosphine selenides 2c and 4c were structurally characterized by X-ray diffraction.

KW - Basicity

KW - Cyrhetrenylphosphines

KW - Phosphine oxides

KW - Phosphine selenides

KW - Phosphine-boranes

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U2 - 10.1016/j.inoche.2017.01.017

DO - 10.1016/j.inoche.2017.01.017

M3 - Article

AN - SCOPUS:85009948993

SN - 1387-7003

VL - 76

SP - 114

EP - 117

JO - Inorganic Chemistry Communications

JF - Inorganic Chemistry Communications

ER -

Reactivity of cyrhetrenylphosphines: Synthesis and characterization of oxides, boranes and selenides

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