Cationic iridium-BINAP complex-catalyzed addition of aryl ketones to alkynes and alkenes via directed C-H bond cleavage

Kyoji Tsuchikama; Mitsugu Kasagawa; Yu Ki Hashimoto; Kohei Endo; Takanori Shibata

doi:10.1016/j.jorganchem.2008.09.065

Cationic iridium-BINAP complex-catalyzed addition of aryl ketones to alkynes and alkenes via directed C-H bond cleavage

Kyoji Tsuchikama, Mitsugu Kasagawa, Yu Ki Hashimoto, Kohei Endo, Takanori Shibata^*

^*Corresponding author for this work

School of Advanced Science and Engineering

Research output: Contribution to journal › Short survey › peer-review

133 Citations (Scopus)

Abstract

Cationic Ir complex ([Ir(cod)₂]BF₄ + BINAP) catalyzed the addition of ortho-C-H bonds in aryl ketones to alkynes, which gave alkenylated products in good to high yield. Styrene derivatives were good substrates, and the enantioselective addition to norbornene was also described.

Original language	English
Pages (from-to)	3939-3942
Number of pages	4
Journal	Journal of Organometallic Chemistry
Volume	693
Issue number	26
DOIs	https://doi.org/10.1016/j.jorganchem.2008.09.065
Publication status	Published - 2008 Dec 15

Keywords

Alkene
Alkyne
C-H bond cleavage
Iridium
Ketone

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry
Materials Chemistry

Access to Document

10.1016/j.jorganchem.2008.09.065

Cite this

@article{e50e26dbf1f741558a0277ed493b42ef,

title = "Cationic iridium-BINAP complex-catalyzed addition of aryl ketones to alkynes and alkenes via directed C-H bond cleavage",

abstract = "Cationic Ir complex ([Ir(cod)2]BF4 + BINAP) catalyzed the addition of ortho-C-H bonds in aryl ketones to alkynes, which gave alkenylated products in good to high yield. Styrene derivatives were good substrates, and the enantioselective addition to norbornene was also described.",

keywords = "Alkene, Alkyne, C-H bond cleavage, Iridium, Ketone",

author = "Kyoji Tsuchikama and Mitsugu Kasagawa and Hashimoto, {Yu Ki} and Kohei Endo and Takanori Shibata",

note = "Funding Information: This research was supported by a Waseda University Grant for Special Research Projects. We also thank the Japan Society for the Promotion of Science for the fellowship support to K.T. ",

year = "2008",

month = dec,

day = "15",

doi = "10.1016/j.jorganchem.2008.09.065",

language = "English",

volume = "693",

pages = "3939--3942",

journal = "Journal of Organometallic Chemistry",

issn = "0022-328X",

publisher = "Elsevier",

number = "26",

}

TY - JOUR

T1 - Cationic iridium-BINAP complex-catalyzed addition of aryl ketones to alkynes and alkenes via directed C-H bond cleavage

AU - Tsuchikama, Kyoji

AU - Kasagawa, Mitsugu

AU - Hashimoto, Yu Ki

AU - Endo, Kohei

AU - Shibata, Takanori

N1 - Funding Information: This research was supported by a Waseda University Grant for Special Research Projects. We also thank the Japan Society for the Promotion of Science for the fellowship support to K.T.

PY - 2008/12/15

Y1 - 2008/12/15

N2 - Cationic Ir complex ([Ir(cod)2]BF4 + BINAP) catalyzed the addition of ortho-C-H bonds in aryl ketones to alkynes, which gave alkenylated products in good to high yield. Styrene derivatives were good substrates, and the enantioselective addition to norbornene was also described.

AB - Cationic Ir complex ([Ir(cod)2]BF4 + BINAP) catalyzed the addition of ortho-C-H bonds in aryl ketones to alkynes, which gave alkenylated products in good to high yield. Styrene derivatives were good substrates, and the enantioselective addition to norbornene was also described.

KW - Alkene

KW - Alkyne

KW - C-H bond cleavage

KW - Iridium

KW - Ketone

UR - http://www.scopus.com/inward/record.url?scp=56349086497&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=56349086497&partnerID=8YFLogxK

U2 - 10.1016/j.jorganchem.2008.09.065

DO - 10.1016/j.jorganchem.2008.09.065

M3 - Short survey

AN - SCOPUS:56349086497

SN - 0022-328X

VL - 693

SP - 3939

EP - 3942

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

IS - 26

ER -

Cationic iridium-BINAP complex-catalyzed addition of aryl ketones to alkynes and alkenes via directed C-H bond cleavage

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this