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公开(公告)号：US20210122701A1
公开(公告)日：2021-04-29
申请号：US17142751
申请日：2021-01-06
Applicant: CALIFORNIA INSTITUTE OF TECHNOLOGY
Inventor： Robert H. Grubbs , Alexey Federov , Anton Toutov , Kerry N. Betz
IPC: C07C209/28 , C07C37/50 , C07C1/22 , C07F7/08 , C07C37/055 , 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.
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公开(公告)号：US09764995B2
公开(公告)日：2017-09-19
申请号：US15375747
申请日：2016-12-12
Applicant: CALIFORNIA INSTITUTE OF TECHNOLOGY
Inventor： Anton Toutov , Wenbo Liu , Brian M. Stoltz , Robert H. Grubbs , Kerry Betz , David P. Schuman
CPC classification number: C07B47/00 , C07D209/12 , C07F5/04 , C07F7/0827
Abstract: The present invention describes chemical systems and methods for silylating heteroaromatic organic substrates using at least alkoxide base, preferably a potassium alkoxide base and at least one organodisilane and (b) at least one alkoxide base. Both methods and compositions for affecting these transformations are disclosed.
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公开(公告)号：US09556206B2
公开(公告)日：2017-01-31
申请号：US14841964
申请日：2015-09-01
Applicant: CALIFORNIA INSTITUTE OF TECHNOLOGY
Inventor： Anton Toutov , Kerry Betz , Brian M. Stoltz , Wenbo Liu , Robert H. Grubbs
CPC classification number: C07F7/0827 , C07F17/02 , C07J1/0096 , C07J7/0005 , C07J51/00 , C07J75/00
Abstract: The present invention is directed to a mild, efficient, and general direct C(sp)-H bond silylation. Various embodiments includes methods, each method comprising or consisting essentially of contacting at least one organic substrate comprising a terminal alkynyl C—H bond, with a mixture of at least one organosilane and an alkali metal hydroxide, under conditions sufficient to form a silylated terminal alkynyl moiety. The methods are operable in the substantially absence of transition-metal compounds. The systems associated with these methods are also disclosed.
Abstract translation: 本发明涉及温和，有效和通用的直接C（sp）-H键甲硅烷基化。 各种实施方案包括方法，每种方法包括或基本上包括使至少一种包含末端炔基C-H键的有机底物与至少一种有机硅烷和碱金属氢氧化物的混合物在足以形成甲硅烷基化的末端炔基的条件下 部分。 所述方法在基本上不存在过渡金属化合物的情况下是可操作的。 还公开了与这些方法相关联的系统。
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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.
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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。
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Patent Agency Ranking
公开(公告)号：US11028107B2
公开(公告)日：2021-06-08
申请号：US15438929
申请日：2017-02-22
Applicant: CALIFORNIA INSTITUTE OF TECHNOLOGY
Inventor： Anton Toutov , Wenbo Liu , David P. Schuman , Brian M. Stoltz , Robert H. Grubbs
Abstract: The present invention is directed to compositions for silylating organic substrates containing C—H or O—H bonds, especially heteroaromatic substrates. The compositions are derived from the preconditioning of mixtures of hydrosilanes or organodisilanes with bases, including metal hydroxide and metal alkoxide bases. In some embodiments, the preconditioning results in the formation of reactive silicon hydride species.
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7.发明申请公开(公告)号：US20190241587A1
公开(公告)日：2019-08-08
申请号：US16384178
申请日：2019-04-15
Applicant: California Institute Of Technology
Inventor： Anton Toutov , Kerry Betz , Andrew M. Romine , Robert H. Grubbs
IPC: C07F7/18 , C07F7/08 , C07F7/21 , C07D235/08
CPC classification number: C07F7/1804 , C07D235/08 , C07F7/0896 , C07F7/21
Abstract: The present disclosure is directed to methods for dehydrogenatively coupled hydrosilanes and alcohols, the methods comprising contacting an organic substrate having at least one organic alcohol moiety with a mixture of at least one hydrosilane and sodium and/or potassium hydroxide, the contacting resulting in the formation of a dehydrogenatively coupled silyl ether. The disclosure further described associated compositions and methods of using the formed products.
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公开(公告)号：US10259831B2
公开(公告)日：2019-04-16
申请号：US15219710
申请日：2016-07-26
Applicant: CALIFORNIA INSTITUTE OF TECHNOLOGY
Inventor： Anton Toutov , Kerry Betz , Andrew M. Romine , Robert H. Grubbs
IPC: C07F7/21 , C07D235/08 , C07F7/18 , C07F7/08
Abstract: The present disclosure is directed to methods for dehydrogenatively coupled hydrosilanes and alcohols, the methods comprising contacting an organic substrate having at least one organic alcohol moiety with a mixture of at least one hydrosilane and sodium and/or potassium hydroxide, the contacting resulting in the formation of a dehydrogenatively coupled silyl ether. The disclosure further described associated compositions and methods of using the formed products.
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公开(公告)号：US10072030B2
公开(公告)日：2018-09-11
申请号：US15375716
申请日：2016-12-12
Applicant: CALIFORNIA INSTITUTE OF TECHNOLOGY
Inventor： Anton Toutov , Kerry Betz , Brian M. Stoltz , Wenbo Liu , Robert H. Grubbs
CPC classification number: C07F7/0827 , C07F17/02 , C07J1/0096 , C07J7/0005 , C07J51/00 , C07J75/00
Abstract: The present invention is directed to a mild, efficient, and general direct C(sp)-H bond silylation. Various embodiments includes methods, each method comprising or consisting essentially of contacting at least one organic substrate comprising a terminal alkynyl C—H bond, with a mixture of at least one organosilane and an alkali metal hydroxide, alkali metal alkoxide, or alkali metal hydride under conditions sufficient to form a silylated terminal alkynyl moiety. The methods are operable in the presence or substantially absence of transition-metal compounds. The systems associated with these methods are also disclosed.
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公开(公告)号：US20220185828A1
公开(公告)日：2022-06-16
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
Abstract: The present disclosure describes methods for silylating aromatic derivatives, comprising the use of hydrosilanes and potassium hydroxide.
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