Combinatorial Approach to the Catalytic Hydrosilylation of Styrene Derivatives

Catalyst Systems Composed of Organoiron(0) or (II) Precursors and Isocyanides

Yusuke Sunada, Daisuke Noda, Hiroe Soejima, Hironori Tsutsumi, Hideo Nagashima

Research output: Contribution to journalArticle

31 Citations (Scopus)

Abstract

(COT)2Fe and the open ferrocenes (MPDE)2Fe (MPDE = η5-3-methylpentadienyl) and (DMPDE)2Fe (DMPDE = η5-2,4-dimethylpentadienyl) were found to function as catalyst precursors for the hydrosilylation of alkenes in the presence of auxiliary ligands. Screening trials determined that the optimal catalyst system was composed of (COT)2Fe and adamantyl isocyanide, allowing the selective hydrosilylation of styrene derivatives with trisubstituted hydrosiloxanes and a polydimethylsiloxane bearing Me2SiH moieties as the end groups. Under the appropriate conditions, the dehydrogenative silylation side reaction was completely suppressed, and the reaction TON exceeded 5000. (Chemical Equation Presented).

Original languageEnglish
Pages (from-to)2896-2906
Number of pages11
JournalOrganometallics
Volume34
Issue number12
DOIs
Publication statusPublished - Jun 22 2015

Fingerprint

Hydrosilylation
Styrene
Cyanides
styrenes
Bearings (structural)
ferrocenes
Derivatives
catalysts
Catalysts
Alkenes
alkenes
Screening
screening
Ligands
ligands
baysilon

All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

Cite this

Combinatorial Approach to the Catalytic Hydrosilylation of Styrene Derivatives : Catalyst Systems Composed of Organoiron(0) or (II) Precursors and Isocyanides. / Sunada, Yusuke; Noda, Daisuke; Soejima, Hiroe; Tsutsumi, Hironori; Nagashima, Hideo.

In: Organometallics, Vol. 34, No. 12, 22.06.2015, p. 2896-2906.

Research output: Contribution to journalArticle

@article{c5e7c3caded74b21b7d60e695f7041f2,
title = "Combinatorial Approach to the Catalytic Hydrosilylation of Styrene Derivatives: Catalyst Systems Composed of Organoiron(0) or (II) Precursors and Isocyanides",
abstract = "(COT)2Fe and the open ferrocenes (MPDE)2Fe (MPDE = η5-3-methylpentadienyl) and (DMPDE)2Fe (DMPDE = η5-2,4-dimethylpentadienyl) were found to function as catalyst precursors for the hydrosilylation of alkenes in the presence of auxiliary ligands. Screening trials determined that the optimal catalyst system was composed of (COT)2Fe and adamantyl isocyanide, allowing the selective hydrosilylation of styrene derivatives with trisubstituted hydrosiloxanes and a polydimethylsiloxane bearing Me2SiH moieties as the end groups. Under the appropriate conditions, the dehydrogenative silylation side reaction was completely suppressed, and the reaction TON exceeded 5000. (Chemical Equation Presented).",
author = "Yusuke Sunada and Daisuke Noda and Hiroe Soejima and Hironori Tsutsumi and Hideo Nagashima",
year = "2015",
month = "6",
day = "22",
doi = "10.1021/acs.organomet.5b00201",
language = "English",
volume = "34",
pages = "2896--2906",
journal = "Organometallics",
issn = "0276-7333",
publisher = "American Chemical Society",
number = "12",

}

TY - JOUR

T1 - Combinatorial Approach to the Catalytic Hydrosilylation of Styrene Derivatives

T2 - Catalyst Systems Composed of Organoiron(0) or (II) Precursors and Isocyanides

AU - Sunada, Yusuke

AU - Noda, Daisuke

AU - Soejima, Hiroe

AU - Tsutsumi, Hironori

AU - Nagashima, Hideo

PY - 2015/6/22

Y1 - 2015/6/22

N2 - (COT)2Fe and the open ferrocenes (MPDE)2Fe (MPDE = η5-3-methylpentadienyl) and (DMPDE)2Fe (DMPDE = η5-2,4-dimethylpentadienyl) were found to function as catalyst precursors for the hydrosilylation of alkenes in the presence of auxiliary ligands. Screening trials determined that the optimal catalyst system was composed of (COT)2Fe and adamantyl isocyanide, allowing the selective hydrosilylation of styrene derivatives with trisubstituted hydrosiloxanes and a polydimethylsiloxane bearing Me2SiH moieties as the end groups. Under the appropriate conditions, the dehydrogenative silylation side reaction was completely suppressed, and the reaction TON exceeded 5000. (Chemical Equation Presented).

AB - (COT)2Fe and the open ferrocenes (MPDE)2Fe (MPDE = η5-3-methylpentadienyl) and (DMPDE)2Fe (DMPDE = η5-2,4-dimethylpentadienyl) were found to function as catalyst precursors for the hydrosilylation of alkenes in the presence of auxiliary ligands. Screening trials determined that the optimal catalyst system was composed of (COT)2Fe and adamantyl isocyanide, allowing the selective hydrosilylation of styrene derivatives with trisubstituted hydrosiloxanes and a polydimethylsiloxane bearing Me2SiH moieties as the end groups. Under the appropriate conditions, the dehydrogenative silylation side reaction was completely suppressed, and the reaction TON exceeded 5000. (Chemical Equation Presented).

UR - http://www.scopus.com/inward/record.url?scp=84934972998&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84934972998&partnerID=8YFLogxK

U2 - 10.1021/acs.organomet.5b00201

DO - 10.1021/acs.organomet.5b00201

M3 - Article

VL - 34

SP - 2896

EP - 2906

JO - Organometallics

JF - Organometallics

SN - 0276-7333

IS - 12

ER -