公开(公告)号：US09309269B2

公开(公告)日：2016-04-12

申请号：US14628641

申请日：2015-02-23

Applicant: CALIFORNIA INSTITUTE OF TECHNOLOGY

Inventor： Robert H. Grubbs ,  Alexey Fedorov ,  Anton Toutov ,  Kerry Betz

IPC: C07F7/08

CPC classification number: C07F7/0829 ,  C07F7/081 ,  C07F7/0812 ,  C07F7/0814 ,  C07F7/0816 ,  C07F7/0896

Abstract: The present invention describes chemical systems and methods for silylating aromatic organic substrates, said system comprising a mixture of (a) at least one organosilane and (b) at least one strong base, said system being substantially free of a transition-metal compound, and said methods comprising contacting a quantity of the organic substrate with a mixture of (a) at least one organosilane and (b) at least one strong base, under conditions sufficient to silylate the aromatic substrate; wherein said system is substantially free of a transition-metal compound.

公开(公告)号：US09000167B2

公开(公告)日：2015-04-07

申请号：US14043929

申请日：2013-10-02

Applicant: California Institute of Technology

Inventor： Robert H. Grubbs ,  Alexey Fedorov ,  Anton Toutov ,  Kerry Betz

IPC: C07F7/08

CPC classification number: C07F7/0829 ,  C07F7/081 ,  C07F7/0812 ,  C07F7/0814 ,  C07F7/0816 ,  C07F7/0896

Abstract: The present invention describes chemical systems and methods for silylating aromatic organic substrates, said system comprising a mixture of (a) at least one organosilane and (b) at least one strong base, said system being substantially free of a transition-metal compound, and said methods comprising contacting a quantity of the organic substrate with a mixture of (a) at least one organosilane and (b) at least one strong base, under conditions sufficient to silylate the aromatic substrate; wherein said system is substantially free of a transition-metal compound.

Abstract translation: 本发明描述了用于甲硅烷基化芳族有机基质的化学体系和方法，所述体系包含（a）至少一种有机硅烷和（b）至少一种强碱的混合物，所述体系基本上不含过渡金属化合物， 所述方法包括在足以使芳族底物甲硅烷基化的条件下使一定量的有机底物与（a）至少一种有机硅烷和（b）至少一种强碱的混合物接触; 其中所述体系基本上不含过渡金属化合物。

公开(公告)号：US11312733B2

公开(公告)日：2022-04-26

申请号：US17074717

申请日：2020-10-20

Applicant: California Institute of Technology

Inventor： Anton Toutov ,  Kerry Betz ,  Alexey Fedorov ,  Brian M. Stoltz ,  Wenbo Liu ,  Robert H. Grubbs

IPC: C07F7/08 ,  C07D209/12

Abstract: The present disclosure describes methods for silylating aromatic derivatives, comprising the use of hydrosilanes and potassium hydroxide.

公开(公告)号：US11230520B2

公开(公告)日：2022-01-25

申请号：US17142751

申请日：2021-01-06

Applicant: CALIFORNIA INSTITUTE OF TECHNOLOGY

Inventor： Robert H. Grubbs ,  Alexey Fedorov ,  Anton Toutov ,  Kerry N. Betz

IPC: C07C209/28 ,  C07C209/62 ,  C07C37/50 ,  C07C37/055 ,  C07C1/22 ,  C07C319/06 ,  C07F7/08

Abstract: The present disclosure describes methods for silylating aromatic organic substrates, and associated chemical systems, said methods comprising or consisting essentially of contacting the aromatic organic substrate with a mixture of (a) at least one organosilane and (b) at least one strong base, under conditions sufficient to silylate the aromatic substrate.

公开(公告)号：US10927065B2

公开(公告)日：2021-02-23

申请号：US15889295

申请日：2018-02-06

Applicant: CALIFORNIA INSTITUTE OF TECHNOLOGY

Inventor： Robert H. Grubbs ,  Alexey Fedorov ,  Anton Toutov ,  Kerry N. Betz

IPC: C07C209/28 ,  C07C209/62 ,  C07C1/22 ,  C07C37/055 ,  C07C319/06 ,  C07C37/50 ,  C07F7/08

Abstract: The present disclosure describes methods for silylating aromatic organic substrates, and associated chemical systems, said methods comprising or consisting essentially of contacting the aromatic organic substrate with a mixture of (a) at least one organosilane and (b) at least one strong base, under conditions sufficient to silylate the aromatic substrate.

公开(公告)号：US10059726B2

公开(公告)日：2018-08-28

申请号：US15166405

申请日：2016-05-27

Applicant: CALIFORNIA INSTITUTE OF TECHNOLOGY

Inventor： Anton Toutov ,  Wenbo Liu ,  Kerry Betz ,  Alexey Fedorov ,  Brian M. Stoltz ,  Robert H. Grubbs

IPC: C07F7/08

CPC classification number: C07F7/0829

Abstract: The present invention is directed to a mild, efficient, and general direct C(sp2)-H bond silylation of terminal olefins. Various embodiments includes methods, each method comprising or consisting essentially of contacting at least one organic substrate comprising a terminal olefinic C—H bond, with a mixture of at least one organosilane, organosilane, or mixture thereof and an alkali metal alkoxide or alkali metal hydroxide, such that the contacting results in the formation of a silylated olefinic product. The systems associated with these methods are also disclosed.

公开(公告)号：US11753421B2

公开(公告)日：2023-09-12

申请号：US17688122

申请日：2022-03-07

Applicant: California Institute of Technology

Inventor： Anton Toutov ,  Kerry Betz ,  Alexey Fedorov ,  Brian M. Stoltz ,  Wenbo Liu ,  Robert H. Grubbs

IPC: C07F7/08 ,  C07D209/12

CPC classification number: C07F7/0801 ,  C07D209/12 ,  C07F7/0827 ,  C07F7/0832

Abstract: The present disclosure describes methods for silylating aromatic derivatives, comprising the use of hydrosilanes and potassium hydroxide.

公开(公告)号：US20220162236A1

公开(公告)日：2022-05-26

申请号：US17557313

申请日：2021-12-21

Applicant: CALIFORNIA INSTITUTE OF TECHNOLOGY

Inventor： Robert H. Grubbs ,  Alexey Fedorov ,  Anton Toutov ,  Kerry N. Betz

IPC: C07F7/08 ,  C07C1/22 ,  C07C37/055 ,  C07C37/50 ,  C07C209/28 ,  C07C209/62 ,  C07C319/06

Abstract: The present disclosure describes methods for silylating aromatic organic substrates, and associated chemical systems, said methods comprising or consisting essentially of contacting the aromatic organic substrate with a mixture of (a) at least one organosilane and (b) at least one strong base, under conditions sufficient to silylate the aromatic substrate.

公开(公告)号：US20210047348A1

公开(公告)日：2021-02-18

申请号：US17074717

申请日：2020-10-20

Applicant: California Institute of Technology

Inventor： Anton Toutov ,  Kerry Betz ,  Alexey Fedorov ,  Brian M. Stoltz ,  Wenbo Liu ,  Robert H. Grubbs

IPC: C07F7/08 ,  C07D209/12

Abstract: The present disclosure describes methods for silylating aromatic derivatives, comprising the use of hydrosilanes and potassium hydroxide.

公开(公告)号：US20190048030A1

公开(公告)日：2019-02-14

申请号：US16159298

申请日：2018-10-12

Applicant: California Institute Of Technology

Inventor： Anton Toutov ,  Kerry Betz ,  Alexey Fedorov ,  Brian M. Stoltz ,  Wenbo Liu ,  Robert H. Grubbs

IPC: C07F7/08 ,  C07D209/12

Abstract: The present disclosure describes novel silylated heteroaromatic derivatives, including those prepared by methods comprising the use of hydrosilanes and at least one strong base, the definition of strong base now also including hydroxide, especially KOH.