Switching on the Phosphorescence of Pyrene by Cycloplatination

Jian Hu; John H.K. Yip; Dik-Lung Ma; Kwok-Yin Wong; Wai-Hong Chung

doi:10.1021/om800410m

Switching on the Phosphorescence of Pyrene by Cycloplatination

Jian Hu, John H.K. Yip^*, Dik-Lung Ma, Kwok-Yin Wong, Wai-Hong Chung

^*Corresponding author for this work

Department of Chemistry

Research output: Contribution to journal › Journal article › peer-review

53 Citations (Scopus)

Abstract

1-Diphenylphosphinopyrene (1-PyP) and 1,6-bis(diphenylphosphino)pyrene (1,6-PyP) can be metalated at C5 and C10 to give cyclometalated complexes [M(L)(1-PyP-H)]⁺ and [M₂(L)₂(1,6-PyP)]²⁺ (M = Pd or Pt, L = diphosphines). The π → π* transitions of the pyrenyl ring are strongly perturbed by the PPh₂ groups at C1/6, while the perturbation of the metal ions at C5/10 is weak. The phosphorescence of the pyrenyl ring is strongly enhanced by the heavy atom effect of the Pt ion up to a quantum yield of 1.5 × 10⁻². Direct coordination of the Pt ion to the pyrenyl ring is needed for enhancement of the phosphorescence.

Original language	English
Pages (from-to)	51-59
Number of pages	9
Journal	Organometallics
Volume	28
Issue number	1
DOIs	https://doi.org/10.1021/om800410m
Publication status	Published - 12 Jan 2009

Scopus Subject Areas

Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

User-Defined Keywords

Hydrocarbons
Ions
Palladium
Phosphorescence
Platinum

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10.1021/om800410m

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@article{04c106da68cc4999b1060860145de5f7,

title = "Switching on the Phosphorescence of Pyrene by Cycloplatination",

abstract = "1-Diphenylphosphinopyrene (1-PyP) and 1,6-bis(diphenylphosphino)pyrene (1,6-PyP) can be metalated at C5 and C10 to give cyclometalated complexes [M(L)(1-PyP-H)]+ and [M2(L)2(1,6-PyP)]2+ (M = Pd or Pt, L = diphosphines). The π → π* transitions of the pyrenyl ring are strongly perturbed by the PPh2 groups at C1/6, while the perturbation of the metal ions at C5/10 is weak. The phosphorescence of the pyrenyl ring is strongly enhanced by the heavy atom effect of the Pt ion up to a quantum yield of 1.5 × 10−2. Direct coordination of the Pt ion to the pyrenyl ring is needed for enhancement of the phosphorescence.",

keywords = "Hydrocarbons, Ions, Palladium, Phosphorescence, Platinum",

author = "Jian Hu and Yip, {John H.K.} and Dik-Lung Ma and Kwok-Yin Wong and Wai-Hong Chung",

note = "Funding Information: J.H.K.Y. would like to thank National University of Singapore for financial support and Miss Tan Geok Kheng and Professor Kop Lip Lin for solving the X-ray crystal structures. Publisher copyright: {\textcopyright} 2009 American Chemical Society",

year = "2009",

month = jan,

day = "12",

doi = "10.1021/om800410m",

language = "English",

volume = "28",

pages = "51--59",

journal = "Organometallics",

issn = "0276-7333",

publisher = "American Chemical Society",

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TY - JOUR

T1 - Switching on the Phosphorescence of Pyrene by Cycloplatination

AU - Hu, Jian

AU - Yip, John H.K.

AU - Ma, Dik-Lung

AU - Wong, Kwok-Yin

AU - Chung, Wai-Hong

N1 - Funding Information: J.H.K.Y. would like to thank National University of Singapore for financial support and Miss Tan Geok Kheng and Professor Kop Lip Lin for solving the X-ray crystal structures. Publisher copyright: © 2009 American Chemical Society

PY - 2009/1/12

Y1 - 2009/1/12

N2 - 1-Diphenylphosphinopyrene (1-PyP) and 1,6-bis(diphenylphosphino)pyrene (1,6-PyP) can be metalated at C5 and C10 to give cyclometalated complexes [M(L)(1-PyP-H)]+ and [M2(L)2(1,6-PyP)]2+ (M = Pd or Pt, L = diphosphines). The π → π* transitions of the pyrenyl ring are strongly perturbed by the PPh2 groups at C1/6, while the perturbation of the metal ions at C5/10 is weak. The phosphorescence of the pyrenyl ring is strongly enhanced by the heavy atom effect of the Pt ion up to a quantum yield of 1.5 × 10−2. Direct coordination of the Pt ion to the pyrenyl ring is needed for enhancement of the phosphorescence.

AB - 1-Diphenylphosphinopyrene (1-PyP) and 1,6-bis(diphenylphosphino)pyrene (1,6-PyP) can be metalated at C5 and C10 to give cyclometalated complexes [M(L)(1-PyP-H)]+ and [M2(L)2(1,6-PyP)]2+ (M = Pd or Pt, L = diphosphines). The π → π* transitions of the pyrenyl ring are strongly perturbed by the PPh2 groups at C1/6, while the perturbation of the metal ions at C5/10 is weak. The phosphorescence of the pyrenyl ring is strongly enhanced by the heavy atom effect of the Pt ion up to a quantum yield of 1.5 × 10−2. Direct coordination of the Pt ion to the pyrenyl ring is needed for enhancement of the phosphorescence.

KW - Hydrocarbons

KW - Ions

KW - Palladium

KW - Phosphorescence

KW - Platinum

UR - http://www.scopus.com/inward/record.url?scp=61849109213&partnerID=8YFLogxK

U2 - 10.1021/om800410m

DO - 10.1021/om800410m

M3 - Journal article

AN - SCOPUS:61849109213

SN - 0276-7333

VL - 28

SP - 51

EP - 59

JO - Organometallics

JF - Organometallics

IS - 1

ER -

Switching on the Phosphorescence of Pyrene by Cycloplatination

Abstract

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