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Extract from the Register of European Patents

EP About this file: EP3303350

EP3303350 - BASE-CATALYZED SILYLATION OF TERMINAL OLEFINIC C-H BONDS [Right-click to bookmark this link]
StatusThe patent has been granted
Status updated on  20.10.2023
Database last updated on 11.09.2024
FormerGrant of patent is intended
Status updated on  15.06.2023
FormerExamination is in progress
Status updated on  10.09.2019
FormerRequest for examination was made
Status updated on  09.03.2018
FormerThe international publication has been made
Status updated on  09.12.2016
Most recent event   Tooltip02.08.2024Lapse of the patent in a contracting state
New state(s): IT, SK
published on 04.09.2024  [2024/36]
Applicant(s)For all designated states
California Institute of Technology
1200 East California Boulevard M/C 6-32
Pasadena, CA 91125 / US
[2018/15]
Inventor(s)01 / LIU, Wenbo
1122 Cordova Street Apt. 7
Pasadena, CA 91106 / US
02 / TOUTOV, Anton
385 S Catalina Avenue Apt. 232
Pasadena, CA 91106 / US
03 / BETZ, Kerry
1805 Deer Valley Road
Boulder, CO 80305 / US
04 / FEDOROV, Alexey
Richtiarkade 7
CH-8304 Wallisellen / CH
05 / STOLTZ, Brian M.
1954 E. California Boulevard
San Marino, CA 91108 / US
06 / GRUBBS, Robert H.
1700 Spruce Street
South Pasadena, CA 91030 / US
 [2018/15]
Representative(s)Murgitroyd & Company
165-169 Scotland Street
Glasgow G5 8PL / GB
[N/P]
Former [2023/47]Murgitroyd & Company
Murgitroyd House
165-169 Scotland Street
Glasgow G5 8PL / GB
Former [2018/15]Murgitroyd, George Edward
Murgitroyd & Company
Scotland House
165-169 Scotland Street
Glasgow G5 8PL / GB
Application number, filing date16804095.427.05.2016
[2018/15]
WO2016US34533
Priority number, dateUS201562168120P29.05.2015         Original published format: US 201562168120 P
[2018/15]
Filing languageEN
Procedural languageEN
PublicationType: A1 Application with search report
No.:WO2016196250
Date:08.12.2016
Language:EN
[2016/49]
Type: A1 Application with search report 
No.:EP3303350
Date:11.04.2018
Language:EN
The application published by WIPO in one of the EPO official languages on 08.12.2016 takes the place of the publication of the European patent application.
[2018/15]
Type: B1 Patent specification 
No.:EP3303350
Date:22.11.2023
Language:EN
[2023/47]
Search report(s)International search report - published on:KR08.12.2016
(Supplementary) European search report - dispatched on:EP20.12.2018
ClassificationIPC:C07F7/08
[2019/04]
CPC:
C07F7/0829 (EP,CN,US); C07F17/02 (CN); C08F30/08 (CN)
Former IPC [2018/15]C07F7/08, C07F7/20, B01J23/44
Designated contracting statesAL,   AT,   BE,   BG,   CH,   CY,   CZ,   DE,   DK,   EE,   ES,   FI,   FR,   GB,   GR,   HR,   HU,   IE,   IS,   IT,   LI,   LT,   LU,   LV,   MC,   MK,   MT,   NL,   NO,   PL,   PT,   RO,   RS,   SE,   SI,   SK,   SM,   TR [2018/15]
Extension statesBANot yet paid
MENot yet paid
Validation statesMANot yet paid
MDNot yet paid
TitleGerman:BASENKATALYSIERTE SILYLIERUNG TERMINALER OLEFINISCHER C-H-BINDUNGEN[2018/15]
English:BASE-CATALYZED SILYLATION OF TERMINAL OLEFINIC C-H BONDS[2018/15]
French:SILYLATION CATALYSÉE PAR UNE BASE DE LIAISONS TERMINALES OLÉFINIQUES C-H[2018/15]
Entry into regional phase28.12.2017National basic fee paid 
28.12.2017Search fee paid 
28.12.2017Designation fee(s) paid 
28.12.2017Examination fee paid 
Examination procedure28.12.2017Examination requested  [2018/15]
28.12.2017Date on which the examining division has become responsible
18.07.2019Amendment by applicant (claims and/or description)
13.09.2019Despatch of a communication from the examining division (Time limit: M02)
13.11.2019Reply to a communication from the examining division
06.12.2019Despatch of a communication from the examining division (Time limit: M04)
16.04.2020Reply to a communication from the examining division
14.05.2020Despatch of a communication from the examining division (Time limit: M04)
25.09.2020Reply to a communication from the examining division
02.10.2020Despatch of communication that the application is deemed to be withdrawn, reason: reply to the communication from the examining division not received in time
17.02.2021Despatch of a communication from the examining division (Time limit: M02)
23.04.2021Reply to a communication from the examining division
09.09.2021Despatch of a communication from the examining division (Time limit: M02)
16.11.2021Reply to a communication from the examining division
06.10.2022Despatch of a communication from the examining division (Time limit: M04)
07.02.2023Reply to a communication from the examining division
16.06.2023Communication of intention to grant the patent
12.10.2023Fee for grant paid
12.10.2023Fee for publishing/printing paid
12.10.2023Receipt of the translation of the claim(s)
Divisional application(s)EP21184258.8  / EP3909959
Request for further processing for:The application is deemed to be withdrawn due to failure to reply to the examination report
23.10.2020Request for further processing filed
23.10.2020Full payment received (date of receipt of payment)
Request granted
04.11.2020Decision despatched
Fees paidRenewal fee
24.05.2018Renewal fee patent year 03
30.05.2019Renewal fee patent year 04
30.03.2020Renewal fee patent year 05
21.05.2021Renewal fee patent year 06
26.05.2022Renewal fee patent year 07
30.05.2023Renewal fee patent year 08
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Responsibility for the accuracy, completeness or quality of the data displayed under the link provided lies entirely with the Unified Patent Court.
Lapses during opposition  TooltipAT22.11.2023
CZ22.11.2023
DK22.11.2023
EE22.11.2023
ES22.11.2023
HR22.11.2023
IT22.11.2023
LT22.11.2023
LV22.11.2023
NL22.11.2023
PL22.11.2023
RO22.11.2023
RS22.11.2023
SE22.11.2023
SK22.11.2023
SM22.11.2023
BG22.02.2024
NO22.02.2024
GR23.02.2024
IS22.03.2024
PT22.03.2024
[2024/36]
Former [2024/35]AT22.11.2023
CZ22.11.2023
DK22.11.2023
EE22.11.2023
ES22.11.2023
HR22.11.2023
LT22.11.2023
LV22.11.2023
NL22.11.2023
PL22.11.2023
RO22.11.2023
RS22.11.2023
SE22.11.2023
SM22.11.2023
BG22.02.2024
NO22.02.2024
GR23.02.2024
IS22.03.2024
PT22.03.2024
Former [2024/34]AT22.11.2023
DK22.11.2023
EE22.11.2023
ES22.11.2023
HR22.11.2023
LT22.11.2023
LV22.11.2023
NL22.11.2023
PL22.11.2023
RS22.11.2023
SE22.11.2023
SM22.11.2023
BG22.02.2024
NO22.02.2024
GR23.02.2024
IS22.03.2024
PT22.03.2024
Former [2024/33]AT22.11.2023
DK22.11.2023
ES22.11.2023
HR22.11.2023
LT22.11.2023
LV22.11.2023
NL22.11.2023
PL22.11.2023
RS22.11.2023
SE22.11.2023
SM22.11.2023
BG22.02.2024
NO22.02.2024
GR23.02.2024
IS22.03.2024
PT22.03.2024
Former [2024/26]AT22.11.2023
ES22.11.2023
HR22.11.2023
LT22.11.2023
LV22.11.2023
NL22.11.2023
PL22.11.2023
RS22.11.2023
SE22.11.2023
BG22.02.2024
NO22.02.2024
GR23.02.2024
IS22.03.2024
PT22.03.2024
Former [2024/25]AT22.11.2023
ES22.11.2023
HR22.11.2023
LT22.11.2023
NL22.11.2023
PL22.11.2023
RS22.11.2023
SE22.11.2023
BG22.02.2024
NO22.02.2024
GR23.02.2024
IS22.03.2024
PT22.03.2024
Former [2024/24]AT22.11.2023
ES22.11.2023
HR22.11.2023
LT22.11.2023
NL22.11.2023
RS22.11.2023
SE22.11.2023
BG22.02.2024
NO22.02.2024
GR23.02.2024
IS22.03.2024
PT22.03.2024
Former [2024/23]AT22.11.2023
ES22.11.2023
LT22.11.2023
NL22.11.2023
BG22.02.2024
GR23.02.2024
IS22.03.2024
PT22.03.2024
Former [2024/21]LT22.11.2023
NL22.11.2023
BG22.02.2024
GR23.02.2024
IS22.03.2024
Former [2024/20]GR23.02.2024
IS22.03.2024
Documents cited:Search[XI]  - SPRENGERS J W ET AL, "Selective hydrosilylation of styrene using an in situ formed platinum(1,3-dimesityl-dihydroimidazol-2-ylidene) catalyst", JOURNAL OF ORGANOMETALLIC CHEMIS, ELSEVIER-SEQUOIA S.A. LAUSANNE, CH, (20030815), vol. 679, no. 2, doi:10.1016/S0022-328X(03)00514-X, ISSN 0022-328X, pages 149 - 152, XP004446453 [X] 1-5,9-13 * paragraph [03.2] * * tables 1 entries 1-8 * * compound III * * page 149, column 1, line 1 - line 3 * [I] 6,8

DOI:   http://dx.doi.org/10.1016/S0022-328X(03)00514-X
 [X]  - JIAYUN LI ET AL, "Hydrosilylation catalysed by a rhodium complex in a supercritical CO2/ionic liquid system", NEW JOURNAL OF CHEMISTRY, GB, (20100101), vol. 34, no. 7, doi:10.1039/c0nj00012d, ISSN 1144-0546, page 1330, XP055527185 [X] 1-5,9-13 * tables 1 antries 4-9, 11, 13, 14 *

DOI:   http://dx.doi.org/10.1039/c0nj00012d
 [X]  - MANFRED SCHLOSSER ET AL, "The Regioselectivity of 1,3-Disubstituted Allylmetal Species Towards Electrophiles: 1-(Trimethylsilyl)alk-2-enylpotassium Compounds", SYNTHESIS, STUTTGART, DE., (19980501), vol. 1998, no. 05, doi:10.1055/s-1998-2060, ISSN 0039-7881, pages 707 - 709, XP055527204 [X] 1,3-5,7,9,11-15 * page 708, column 1, paragraph last - column 2, paragraph 1 * * scheme giving product 1a *; page 707, column 2 *

DOI:   http://dx.doi.org/10.1055/s-1998-2060
 [X]  - ZACHARY D. MILLER ET AL, "Regioselective Allene Hydrosilylation Catalyzed by N -Heterocyclic Carbene Complexes of Nickel and Palladium", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, (20131003), vol. 135, no. 41, doi:10.1021/ja407749w, ISSN 0002-7863, pages 15282 - 15285, XP055527187 [X] 1-3,9-11 * scheme 3 *

DOI:   http://dx.doi.org/10.1021/ja407749w
 [X]  - KEIJI TANINO ET AL, "Control of Stereochemistry by [sigma]-Participation of a Silyl Group. A Novel Method for Diastereoselective Polyol Synthesis", JOURNAL OF ORGANIC CHEMISTRY, (19970601), vol. 62, no. 13, doi:10.1021/jo9703515, ISSN 0022-3263, pages 4206 - 4207, XP055527195 [X] 1-3,9-11 * scheme 2 (method A) *

DOI:   http://dx.doi.org/10.1021/jo9703515
 [X]  - SARAH V. MAIFELD ET AL, "Unusual Tandem Alkynylation and trans -Hydrosilylation To Form Oxasilacyclopentenes", ORGANIC LETTERS, US, (20051001), vol. 7, no. 22, doi:10.1021/ol051996r, ISSN 1523-7060, pages 4995 - 4998, XP055527192 [X] 1,2,9,10 * tables 3 entries 3, 5, 6 *

DOI:   http://dx.doi.org/10.1021/ol051996r
 [X]  - K TAKAI ET AL, "RX.ID=4249653", CHEMISTRY LETTERS, (19950101), no. 4, pages 315 - 316, XP055530688 [X] 1,2,9,10 * abstract *
International search[A]US2013096274  (VYAKARANAM KAMESWARA R [US], et al) [A] 1-40 * See the whole document. *;
 [A]WO2014055587  (CALIFORNIA INST OF TECHONOLGY [US]) [A] 1-40 * See the whole document. *;
 [A]  - BIAO LU et al., "Iridium-Catalyzed (Z)-Trialkylsilylation of Terminal Olefins", J. Org. Chem., (20100208), vol. 75, no. 5, pages 1701 - 1705, XP055335237 [A] 1-40 * See the whole document. *

DOI:   http://dx.doi.org/10.1021/jo902678p
 [A]  - JESSE R. MCATEE et al., "Preparation of Allyl and Vinyl Silanes by the Palladium-Catalyzed Silylation of Terminal Olefins: A Silyl-Heck Reaction", Angew. Chem. Int. Ed., (20120410), vol. 51, pages 3663 - 3667, XP055335238 [A] 1-40 * See the whole document. *

DOI:   http://dx.doi.org/10.1002/anie.201200060
 [A]  - ROMAN N. NAUMOV et al., "Selective Dehydrogenative Silylation?Hydrogenation Reaction of Divinyldisiloxane with Hydrosilane Catalyzed by an Iron Complex", J. Am. Chem.Soc., (20111229), vol. 134, no. 2, pages 804 - 807, XP055335239 [A] 1-40 * See the whole document. *

DOI:   http://dx.doi.org/10.1021/ja209436s
by applicantUS9000167
    - SPRENGERS J. W. et al., "Selective hydrosilylation of styrene suing an in situ formed platinium (1,3-dimesityl-dihydroimidazol-2-ylidene) catalyst", Journal of Organometallic Chemistry, vol. 679, no. 2, pages 149 - 152
    - JIAYUN LI et al., "Hydrosilylation catalysed by a rhodium complex in a supercritical C02/ionic liquid system", New Journal of Chemistry, vol. 34, no. 7, doi:10.1039/c0nj00012d, page 1330, XP055527185

DOI:   http://dx.doi.org/10.1039/c0nj00012d
    - ZACHARY D. MILLER et al., "Regioselective Allene Hydrosilylation Catalysed by N-Heterocyclic Carbene Complexes of Nickel and Palladium", Journal of The American Chemistry Society, vol. 135, no. 41, doi:10.1021/ja407749w, pages 15282 - 15285, XP055527187

DOI:   http://dx.doi.org/10.1021/ja407749w
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The EPO accepts no responsibility for the accuracy of data originating from other authorities; in particular, it does not guarantee that it is complete, up to date or fit for specific purposes.