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Dive into the research topics where Spencer C. Serin is active.

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Featured researches published by Spencer C. Serin.


Angewandte Chemie | 2013

Isomerization Polymerization of the Phosphaalkene MesPCPh2: An Alternative Microstructure for Poly(methylenephosphine)s

Paul W. Siu; Spencer C. Serin; Ivo Krummenacher; Thomas W. Hey; Derek P. Gates

The synthesis and study of main-group-element analogues of alkenes and alkynes containing genuine (p p)p bonds involving p-block elements is a central theme of inorganic chemistry. The prospect to “copy” the predictable and sophisticated reaction chemistry of C=C and C C bonds utilizing functional inorganic systems is particularly enticing. However, in many instances, the investigation of multiple bonds of heavy elements leads to fascinating, albeit unexpected, outcomes that reinforce the fundamental differences between the first and subsequent periods. Inspired by the intriguing analogy between P=C and C=C bonds in molecular chemistry, we developed the addition polymerization of phosphaalkenes as a route to new functional phosphorus-containing polymers (Scheme 1).


Chemistry: A European Journal | 2012

Enantiomerically Pure Phosphaalkene–Oxazolines (PhAk‐Ox): Synthesis, Scope and Copolymerization with Styrene

Julien Dugal-Tessier; Spencer C. Serin; Emmanuel B. Castillo-Contreras; Eamonn D. Conrad; Gregory R. Dake; Derek P. Gates

The design of a synthetic route to a class of enantiomerically pure phosphaalkene-oxazolines (PhAk-Ox) is presented. The condensation of a lithium silylphosphide and a ketone (the phospha-Peterson reaction) was used as the P=C bond-forming step. Attempted condensation of PhC(=O)Ox (Ox = CNOCH(iPr)CH(2)) and MesP(SiMe(3))Li gave the unusual heterocycle (MesP)(2)C(Ph)=CN-(S)-CH(iPr)CH(2)O (3). However, PhAk-Ox (S,E)-MesP=C(Ph)CMe(2)Ox (1 a) was successfully prepared by treating MesP(SiMe(3))Li with PhC(=O)CMe(2)Ox (52 %). To demonstrate the modularity and tunability of the phospha-Peterson synthesis several other phosphaalkene-oxazolines were prepared in an analogous manner to 1 a: TripP=C(Ph)CMe(2)Ox (1 b; Trip = 2,4,6-triisopropylphenyl), 2-iPrC(6)H(4)P=C(Ph)CMe(2)Ox (1 c), 2-tBuC(6)H(4)P=C(Ph)CMe(2)Ox (1 d), MesP=C(4-MeOC(6)H(4))CMe(2)Ox (1 e), MesP=C(Ph)C(CH(2))(4)Ox (1 f), and MesP=C(3,5-(CF(3))(2)C(6)H(3))C(CH(2))(4)Ox (1 g). To evaluate the PhAk-Ox compounds as prospective precursors to chiral phosphine polymers, monomer 1 a and styrene were subjected to radical-initiated copolymerization conditions to afford [{MesPC(Ph)(CMe(2)Ox)}(x){CH(2)CHPh}(y)](n) (9 a: x = 0.13n, y = 0.87n; GPC: M(w) = 7400 g  mol(-1) , PDI = 1.15).


Inorganic Chemistry | 2016

Copper(I) Complexes of Pyridine-Bridged Phosphaalkene-Oxazoline Pincer Ligands

Spencer C. Serin; Fraser S. Pick; Gregory R. Dake; Derek P. Gates

The synthesis of enantiomerically pure pyridine-bridged phosphaalkene-oxazolines ArP═C(Ph)(2,6-C5H3NOx) (1, Ar = Mes/Mes*, Ox = CNOCH(i-Pr)CH2/CNOCH(CH2Ph)CH2) is reported. This new ligand forms a κ(P), κ(2)(NN) dimeric complex with copper(I) (7) that dissociates into a cationic κ(3)(PNN) monomeric complex upon addition of a neutral ligand {[1a·CuL]OTf (8a-e): L = PPh3 (a), P(OPh)3 (b), 2,6-lutidine (c), 4-DMAP (d), 1-methylimidazole (e)}. The P-Cu bond lengths in 8 are influenced by the π-accepting/σ-donating properties of L, and this can be observed by changes in the δ(31)PP═C NMR shift. The donor-acceptor properties in complexes of type 8 have also been investigated by UV/vis spectroscopy and density functional theory calculations.


Chemical Society Reviews | 2016

Polymers and the p-block elements

Benjamin W. Rawe; Spencer C. Serin; Derek P. Gates


European Journal of Inorganic Chemistry | 2014

Mono- and Hetero-Dinuclear Complexes of Janus-Head NHC Ligands Possessing Backbone Phosphinoyl Groups: the Case of Soft and Hard Metal Centers†

Paresh Kumar Majhi; Spencer C. Serin; Gregor Schnakenburg; Derek P. Gates; Rainer Streubel


Dalton Transactions | 2016

Phosphaalkene-oxazoline copolymers with styrene as chiral ligands for rhodium(I).

Spencer C. Serin; Gregory R. Dake; Derek P. Gates


Dalton Transactions | 2017

[HL2][P(1,2-O2C6Cl4)3] (L = THF, DMF): Brønsted acid initiators for the polymerization of n-butyl vinyl ether and p-methoxystyrene

Khatera Hazin; Spencer C. Serin; Brian O. Patrick; Maria B. Ezhova; Derek P. Gates


Organometallics | 2014

Reaction of an Enantiomerically Pure Phosphaalkene-Oxazoline with MeM Nucleophiles (M = Li and MgBr): Stereoselectivity and Noninnocence of the P-Mesityl Substituent

Spencer C. Serin; Brian O. Patrick; Gregory R. Dake; Derek P. Gates


Macromolecules | 2016

Addition-Isomerization Polymerization of Chiral Phosphaalkenes: Observation of Styrene–Phosphaalkene Linkages in a Random Copolymer

Spencer C. Serin; Gregory R. Dake; Derek P. Gates


Dalton Transactions | 2017

Exploring the chemistry of backbone amino(chloro)phosphanyl-substituted imidazole-2-thiones

Abhishek Koner; Spencer C. Serin; Gregor Schnakenburg; Brian O. Patrick; Derek P. Gates; Rainer Streubel

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Derek P. Gates

University of British Columbia

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Gregory R. Dake

University of British Columbia

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Brian O. Patrick

University of British Columbia

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Benjamin W. Rawe

University of British Columbia

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Eamonn D. Conrad

University of British Columbia

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Fraser S. Pick

University of British Columbia

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Ivo Krummenacher

University of British Columbia

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