Organometallic macrocyclic chemistry. 6. Chelate-assisted macrocyclization of 4,7,10-trithiatrideca-2,11-diyne

Anthony F. Hill; A. David Rae; Madeleine Schultz; Anthony C. Willis

doi:10.1021/om0305723

Organometallic macrocyclic chemistry. 6. Chelate-assisted macrocyclization of 4,7,10-trithiatrideca-2,11-diyne

Anthony F. Hill^*, A. David Rae, Madeleine Schultz, Anthony C. Willis

^*Corresponding author for this work

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

26 Citations (Scopus)

Abstract

The diyne 4,7,10-trithiatrideca-2,11-diyne (TTDD) reacts smoothly at room temperature with [Ru(CO)₂(PPh₃)₃] to form [Ru(CO)(PPh₃) {η⁴-S(C₂H₄SCCMe)₂CO-κS}], a cyclopentadienone complex in which the unique sulfur atom is also coordinated to the metal but may be displaced by dppe to provide [Ru(CO)(dppe){η⁴-S(C₂H₄SCCMe)₂CO }]. In contrast, 2,8-decadiyne fails to cyclize even at elevated temperatures, implicating thioether coordination in the mechanism of TTDD macrocyclization.

Original language	English
Pages (from-to)	81-85
Number of pages	5
Journal	Organometallics
Volume	23
Issue number	1
DOIs	https://doi.org/10.1021/om0305723
Publication status	Published - 5 Jan 2004

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title = "Organometallic macrocyclic chemistry. 6. Chelate-assisted macrocyclization of 4,7,10-trithiatrideca-2,11-diyne",

abstract = "The diyne 4,7,10-trithiatrideca-2,11-diyne (TTDD) reacts smoothly at room temperature with [Ru(CO)2(PPh3)3] to form [Ru(CO)(PPh3) {η4-S(C2H4SCCMe)2CO-κS}], a cyclopentadienone complex in which the unique sulfur atom is also coordinated to the metal but may be displaced by dppe to provide [Ru(CO)(dppe){η4-S(C2H4SCCMe)2CO }]. In contrast, 2,8-decadiyne fails to cyclize even at elevated temperatures, implicating thioether coordination in the mechanism of TTDD macrocyclization.",

author = "Hill, {Anthony F.} and Rae, {A. David} and Madeleine Schultz and Willis, {Anthony C.}",

year = "2004",

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doi = "10.1021/om0305723",

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T1 - Organometallic macrocyclic chemistry. 6. Chelate-assisted macrocyclization of 4,7,10-trithiatrideca-2,11-diyne

AU - Hill, Anthony F.

AU - Rae, A. David

AU - Schultz, Madeleine

AU - Willis, Anthony C.

PY - 2004/1/5

Y1 - 2004/1/5

N2 - The diyne 4,7,10-trithiatrideca-2,11-diyne (TTDD) reacts smoothly at room temperature with [Ru(CO)2(PPh3)3] to form [Ru(CO)(PPh3) {η4-S(C2H4SCCMe)2CO-κS}], a cyclopentadienone complex in which the unique sulfur atom is also coordinated to the metal but may be displaced by dppe to provide [Ru(CO)(dppe){η4-S(C2H4SCCMe)2CO }]. In contrast, 2,8-decadiyne fails to cyclize even at elevated temperatures, implicating thioether coordination in the mechanism of TTDD macrocyclization.

AB - The diyne 4,7,10-trithiatrideca-2,11-diyne (TTDD) reacts smoothly at room temperature with [Ru(CO)2(PPh3)3] to form [Ru(CO)(PPh3) {η4-S(C2H4SCCMe)2CO-κS}], a cyclopentadienone complex in which the unique sulfur atom is also coordinated to the metal but may be displaced by dppe to provide [Ru(CO)(dppe){η4-S(C2H4SCCMe)2CO }]. In contrast, 2,8-decadiyne fails to cyclize even at elevated temperatures, implicating thioether coordination in the mechanism of TTDD macrocyclization.

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U2 - 10.1021/om0305723

DO - 10.1021/om0305723

M3 - Article

SN - 0276-7333

VL - 23

SP - 81

EP - 85

JO - Organometallics

JF - Organometallics

IS - 1

ER -

Organometallic macrocyclic chemistry. 6. Chelate-assisted macrocyclization of 4,7,10-trithiatrideca-2,11-diyne

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