Synthesis and characterization of pyridine- and thiophene-based platinacyclynes

Charles A. Johnson; Benjamin A. Baker; Orion B. Berryman; Lev N. Zakharov; Matthew J. O'Connor; Michael M. Haley

doi:10.1016/j.jorganchem.2005.09.008

Synthesis and characterization of pyridine- and thiophene-based platinacyclynes

Charles A. Johnson
, Benjamin A. Baker
, Orion B. Berryman
, Lev N. Zakharov
, Matthew J. O'Connor
, Michael M. Haley

Chemistry and Biochemistry

University of Oregon

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

19 Scopus citations

Abstract

Seven heterocyclic macrocycles, including the first platinacycles with pyridine and thiophene rings incorporated into the cyclyne system, are reported. Pt-acetylide cyclynes were assembled via tin transmetallation or amine-mediated oxidative addition with stoichiometric PtCl₂(PEt₃) ₂ and CuI. The organometallic cyclynes exhibited enhanced electronic properties compared to previously described platinabenzocyclynes.

Original language	English
Pages (from-to)	413-421
Number of pages	9
Journal	Journal of Organometallic Chemistry
Volume	691
Issue number	3
DOIs	https://doi.org/10.1016/j.jorganchem.2005.09.008
State	Published - Jan 15 2006

Funding

This research has been supported by the National Science Foundation (CHE-0414175). C.A.J. acknowledges the NSF for an IGERT fellowship. The CCD diffractometer was purchased with funds provided by the NSF (CHE-0234965). We thank Elisabeth Rather Healey for her initial work on the X-ray structure of 6 .

Funder number
CHE-0414175, CHE-0234965

Keywords

Acetylide
Benzocyclyne
Heterocycle
Metallacycle
Platinum(II)

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10.1016/j.jorganchem.2005.09.008

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title = "Synthesis and characterization of pyridine- and thiophene-based platinacyclynes",

abstract = "Seven heterocyclic macrocycles, including the first platinacycles with pyridine and thiophene rings incorporated into the cyclyne system, are reported. Pt-acetylide cyclynes were assembled via tin transmetallation or amine-mediated oxidative addition with stoichiometric PtCl2(PEt3) 2 and CuI. The organometallic cyclynes exhibited enhanced electronic properties compared to previously described platinabenzocyclynes.",

keywords = "Acetylide, Benzocyclyne, Heterocycle, Metallacycle, Platinum(II)",

author = "Johnson, \{Charles A.\} and Baker, \{Benjamin A.\} and Berryman, \{Orion B.\} and Zakharov, \{Lev N.\} and O'Connor, \{Matthew J.\} and Haley, \{Michael M.\}",

note = "Funding Information: This research has been supported by the National Science Foundation (CHE-0414175). C.A.J. acknowledges the NSF for an IGERT fellowship. The CCD diffractometer was purchased with funds provided by the NSF (CHE-0234965). We thank Elisabeth Rather Healey for her initial work on the X-ray structure of 6 .",

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doi = "10.1016/j.jorganchem.2005.09.008",

language = "English",

volume = "691",

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journal = "Journal of Organometallic Chemistry",

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TY - JOUR

T1 - Synthesis and characterization of pyridine- and thiophene-based platinacyclynes

AU - Johnson, Charles A.

AU - Baker, Benjamin A.

AU - Berryman, Orion B.

AU - Zakharov, Lev N.

AU - O'Connor, Matthew J.

AU - Haley, Michael M.

N1 - Funding Information: This research has been supported by the National Science Foundation (CHE-0414175). C.A.J. acknowledges the NSF for an IGERT fellowship. The CCD diffractometer was purchased with funds provided by the NSF (CHE-0234965). We thank Elisabeth Rather Healey for her initial work on the X-ray structure of 6 .

PY - 2006/1/15

Y1 - 2006/1/15

N2 - Seven heterocyclic macrocycles, including the first platinacycles with pyridine and thiophene rings incorporated into the cyclyne system, are reported. Pt-acetylide cyclynes were assembled via tin transmetallation or amine-mediated oxidative addition with stoichiometric PtCl2(PEt3) 2 and CuI. The organometallic cyclynes exhibited enhanced electronic properties compared to previously described platinabenzocyclynes.

AB - Seven heterocyclic macrocycles, including the first platinacycles with pyridine and thiophene rings incorporated into the cyclyne system, are reported. Pt-acetylide cyclynes were assembled via tin transmetallation or amine-mediated oxidative addition with stoichiometric PtCl2(PEt3) 2 and CuI. The organometallic cyclynes exhibited enhanced electronic properties compared to previously described platinabenzocyclynes.

KW - Acetylide

KW - Benzocyclyne

KW - Heterocycle

KW - Metallacycle

KW - Platinum(II)

UR - https://www.scopus.com/pages/publications/29344468427

U2 - 10.1016/j.jorganchem.2005.09.008

DO - 10.1016/j.jorganchem.2005.09.008

M3 - Article

AN - SCOPUS:29344468427

SN - 0022-328X

VL - 691

SP - 413

EP - 421

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

IS - 3

ER -

Synthesis and characterization of pyridine- and thiophene-based platinacyclynes

Abstract

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Keywords

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