Pentafluoropropenyl complexes of mercury, germanium, tin, and lead derived from (Z)-CFH=CFCF 3 and their use as transfer reagents

Alan K. Brisdon; Robin G. Pritchard; Anthony Thomas

doi:10.1021/om2009843

Pentafluoropropenyl complexes of mercury, germanium, tin, and lead derived from (Z)-CFH=CFCF 3 and their use as transfer reagents

Alan K. Brisdon, Robin G. Pritchard, Anthony Thomas

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

Abstract

A series of new (E)-pentafluoropropenyl complexes of Hg, Ge, Sn, and Pb are reported derived from CFH=CFCF 3 ((Z)-HFC-1225ye). Unequivocal assignment of the geometry of the products was achieved via a multinuclear ( 1H, 13C, 19F, 119Sn, and 199Hg) NMR study. These conclusions are confirmed in the single-crystal X-ray structures of Ph 3Ge(CF=CFCF 3) and Ph 3Sn(CF=CFCF 3). In the solid-state structures of both molecules, short contacts are observed between one of the fluorine atoms of the CF 3 group and the metal center. The Bu 3Sn(CF=CFCF 3) compound acts as an effective source of the pentafluoropropenyl group in a series of palladium-catalyzed Stille-Liebeskind reactions to generate new aryl-pentafluoropropenyl systems. © 2012 American Chemical Society.

Original language	English
Pages (from-to)	1341-1348
Number of pages	7
Journal	Organometallics
Volume	31
Issue number	4
DOIs	https://doi.org/10.1021/om2009843
Publication status	Published - 27 Feb 2012

Keywords

catalysis

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10.1021/om2009843

CCDC 908291: Experimental Crystal Structure Determination
Brisdon, A. (Contributor), Pritchard, R. (Contributor) & Thomas, A. (Contributor), Cambridge Crystallographic Data Centre, 30 Oct 2012
DOI: 10.5517/cczh4q9, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cczh4q9&sid=DataCite
Dataset
CCDC 908290: Experimental Crystal Structure Determination
Brisdon, A. (Contributor), Pritchard, R. (Contributor) & Thomas, A. (Contributor), Cambridge Crystallographic Data Centre, 30 Oct 2012
DOI: 10.5517/cczh4p8, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cczh4p8&sid=DataCite
Dataset

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@article{a9366cd4bb2f438d8653a95c68efe82e,

title = "Pentafluoropropenyl complexes of mercury, germanium, tin, and lead derived from (Z)-CFH=CFCF 3 and their use as transfer reagents",

abstract = "A series of new (E)-pentafluoropropenyl complexes of Hg, Ge, Sn, and Pb are reported derived from CFH=CFCF 3 ((Z)-HFC-1225ye). Unequivocal assignment of the geometry of the products was achieved via a multinuclear ( 1H, 13C, 19F, 119Sn, and 199Hg) NMR study. These conclusions are confirmed in the single-crystal X-ray structures of Ph 3Ge(CF=CFCF 3) and Ph 3Sn(CF=CFCF 3). In the solid-state structures of both molecules, short contacts are observed between one of the fluorine atoms of the CF 3 group and the metal center. The Bu 3Sn(CF=CFCF 3) compound acts as an effective source of the pentafluoropropenyl group in a series of palladium-catalyzed Stille-Liebeskind reactions to generate new aryl-pentafluoropropenyl systems. {\textcopyright} 2012 American Chemical Society.",

keywords = "catalysis",

author = "Brisdon, {Alan K.} and Pritchard, {Robin G.} and Anthony Thomas",

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year = "2012",

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doi = "10.1021/om2009843",

language = "English",

volume = "31",

pages = "1341--1348",

journal = "Organometallics",

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publisher = "American Chemical Society",

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TY - JOUR

T1 - Pentafluoropropenyl complexes of mercury, germanium, tin, and lead derived from (Z)-CFH=CFCF 3 and their use as transfer reagents

AU - Brisdon, Alan K.

AU - Pritchard, Robin G.

AU - Thomas, Anthony

N1 - Times Cited: 0

PY - 2012/2/27

Y1 - 2012/2/27

N2 - A series of new (E)-pentafluoropropenyl complexes of Hg, Ge, Sn, and Pb are reported derived from CFH=CFCF 3 ((Z)-HFC-1225ye). Unequivocal assignment of the geometry of the products was achieved via a multinuclear ( 1H, 13C, 19F, 119Sn, and 199Hg) NMR study. These conclusions are confirmed in the single-crystal X-ray structures of Ph 3Ge(CF=CFCF 3) and Ph 3Sn(CF=CFCF 3). In the solid-state structures of both molecules, short contacts are observed between one of the fluorine atoms of the CF 3 group and the metal center. The Bu 3Sn(CF=CFCF 3) compound acts as an effective source of the pentafluoropropenyl group in a series of palladium-catalyzed Stille-Liebeskind reactions to generate new aryl-pentafluoropropenyl systems. © 2012 American Chemical Society.

AB - A series of new (E)-pentafluoropropenyl complexes of Hg, Ge, Sn, and Pb are reported derived from CFH=CFCF 3 ((Z)-HFC-1225ye). Unequivocal assignment of the geometry of the products was achieved via a multinuclear ( 1H, 13C, 19F, 119Sn, and 199Hg) NMR study. These conclusions are confirmed in the single-crystal X-ray structures of Ph 3Ge(CF=CFCF 3) and Ph 3Sn(CF=CFCF 3). In the solid-state structures of both molecules, short contacts are observed between one of the fluorine atoms of the CF 3 group and the metal center. The Bu 3Sn(CF=CFCF 3) compound acts as an effective source of the pentafluoropropenyl group in a series of palladium-catalyzed Stille-Liebeskind reactions to generate new aryl-pentafluoropropenyl systems. © 2012 American Chemical Society.

KW - catalysis

U2 - 10.1021/om2009843

DO - 10.1021/om2009843

M3 - Article

SN - 0276-7333

VL - 31

SP - 1341

EP - 1348

JO - Organometallics

JF - Organometallics

IS - 4

ER -

Pentafluoropropenyl complexes of mercury, germanium, tin, and lead derived from (Z)-CFH=CFCF 3 and their use as transfer reagents

Abstract

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Datasets

CCDC 908291: Experimental Crystal Structure Determination

CCDC 908290: Experimental Crystal Structure Determination

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