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Record W4414156552 · doi:10.26434/chemrxiv-2025-wkwwv

Accessing and Utilizing Thiols in Organic Chemistry

2025· preprint· en· W4414156552 on OpenAlexaff
Corinna S. Schindler, Sean M. Burns, Oscar Fernandez Lama, Matthew Liu, Lillian Carleu, Liam Krueckl

Bibliographic record

VenueChemRxiv · 2025
Typepreprint
Languageen
FieldChemistry
TopicSulfur-Based Synthesis Techniques
Canadian institutionsUniversity of British Columbia
Fundersnot available
KeywordsOrganosulfur compoundsThiolClass (philosophy)Organic synthesisOxidation reductionWork (physics)

Abstract

fetched live from OpenAlex

Thiols (mercaptans) are a versatile and indispensable class of organosulfur compounds in organic chemistry, known for their redox properties, nucleophilicity, and ability to form strong bonds with metals. They find application across several fields including synthesis, catalysis, chemical biology, and materials science. Despite these considerations, synthetic methodology towards thiols is not necessarily prioritized, and existing work in this area is seldom at the forefront. This review highlights a few of the significant instances of thiol-based chemistry and then provides an overview of strategies to synthesize them. While direct methods are presented, emphasis is placed on the concept of “masked thiols” as accessible yet inconspicuous thiol precursors, organized by structural class and the common procedures to “unmask” them. Additionally, a section on diversification demonstrates the foundational synthetic utility thiols have in reaching other sulfur-containing functional groups.

Fetched live from OpenAlex and de-inverted. Abstracts are not stored in this database: the inverted indexes are 8.6 GB of the frame’s 9.3 GB of text, and the host has 13 GB free.

How this classification was reachedexpand

Full frame machine prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. The Gemma side is a direct model label for every work in the frame, read from the title-only record. The Codex side is a classifier learned from the 10,348 direct Codex labels and calibrated to design-weighted sample rates; fields without enough sample support carry no Codex call. Candidate is the union of the two sides; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels.

metaresearch head score (Codex)0.000
metaresearch head score (Gemma)0.000
Version: metacan-v3-hybrid-931329e0061cValidation status: machine_predicted_unvalidated
Candidate categoriesnone
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Bench or experimental · Consensus signal: Bench or experimental
GenreCandidate signal: Empirical · Consensus signal: none
Teacher disagreement score0.003
Threshold uncertainty score0.010

Distilled classifier scores by category (both heads)

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0010.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.000
Science and technology studies0.0000.001
Scholarly communication0.0010.001
Open science0.0000.001
Research integrity0.0010.001
Insufficient payload (model declined to judge)0.0030.002

Machine scores (provisional)

The two teacher heads of the student model, read on this work. A score orders the frame for review; it never asserts a category, and the validation status ships verbatim with every row.

Baseline scores from an immature model (maturity gate not passed, 7 training rounds). Scores rank; they never assert a category.

Opus teacher head0.029
GPT teacher head0.294
Teacher spread0.265 · how far apart the two teachers sit on this one work
Validation statusscore_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from it

Classification

machine, unvalidated

Machine predicted; a candidate call from one source (direct Gemma or distilled Codex), not a consensus.

The models applied no category: nothing in the taxonomy fit this work.
Study designBench or experimental
Domainnot available
GenreEmpirical

How this classification was reached, model by model and score by score, is at the end of the page under "How this classification was reached".

Quick stats

Citations0
Published2025
Admission routes1
Has abstractyes

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